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Themed collection Synthetic methodology in OBC

166 items - Showing page 1 of 3
Review Article

Transient imines as ‘next generation’ directing groups for the catalytic functionalisation of C–H bonds in a single operation

This review describes recent developments in the use of catalytic transient directing groups, through imine linkages, which in combination with transition metal catalysts provide streamlined C–H functionalisation processes.

Graphical abstract: Transient imines as ‘next generation’ directing groups for the catalytic functionalisation of C–H bonds in a single operation
From the themed collection: Synthetic methodology in OBC
Review Article

Copper nitrate: a privileged reagent for organic synthesis

This review demonstrates the state-of-the-art applications of copper nitrate as a nitration reagent, oxidant, catalyst, promoter and precursor of nitrile oxides.

Graphical abstract: Copper nitrate: a privileged reagent for organic synthesis
From the themed collection: Synthetic methodology in OBC
Review Article

Synthesis of polyheterocycles via multicomponent reactions

Polyheterocycles are one of the most desired synthetic targets due to their numerous and valuable applications in various fields.

Graphical abstract: Synthesis of polyheterocycles via multicomponent reactions
From the themed collection: Synthetic methodology in OBC
Review Article

C(sp2)–H functionalization of aldehyde-derived hydrazones via a radical process

This review is focused on the recent advances in the C(sp2)–H functionalization of aldehyde-derived hydrazones via a radical process. Diverse substituted hydrazones including N-heterocycles are afforded under mild conditions with excellent selectivities. In general, an aminyl radical as the key intermediate is involved during the reaction process.

Graphical abstract: C(sp2)–H functionalization of aldehyde-derived hydrazones via a radical process
From the themed collection: Synthetic methodology in OBC
Review Article

Nitrilium ions – synthesis and applications

Access to both stable and transient nitrilium ions and the use of these synthons in the organic synthesis of imines and a large spectrum of heterocycles and transition metal complexes are succinctly summarized.

Graphical abstract: Nitrilium ions – synthesis and applications
From the themed collection: Synthetic methodology in OBC
Accepted Manuscript - Communication

The Synthesis of Multi-substituted Pyrrolidinones via a Direct [3+2] Cycloaddition of Azaoxyallyl Cations with Aromatic Ethylenes

From the themed collection: Synthetic methodology in OBC
Communication

Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins

A new preparation of δ-lactams is reported.

Graphical abstract: Formal [4 + 2] cycloaddition of imines with alkoxyisocoumarins
From the themed collection: Synthetic methodology in OBC
Communication

Metal- and base-free synthesis of imidazo[1,2-a]pyridines through elemental sulfur-initiated oxidative annulation of 2-aminopyridines and aldehydes

An elemental sulfur-based metal- and base-free system enables oxidative imidazo[1,2-a]pyridine annulations.

Graphical abstract: Metal- and base-free synthesis of imidazo[1,2-a]pyridines through elemental sulfur-initiated oxidative annulation of 2-aminopyridines and aldehydes
From the themed collection: Synthetic methodology in OBC
Accepted Manuscript - Communication

Chiral NHC-catalyzed 1,3-diploar [3+2] cycloadditon of azomethine imine with α-chloroaldehyde for synthesis of bicyclic pyrazolidinones

From the themed collection: Synthetic methodology in OBC
Communication

Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source

A practical route to dithioacetals has been achieved via methylene insertion into disulfide bonds using acetone as a methylene source.

Graphical abstract: Cs2CO3-promoted methylene insertion into disulfide bonds using acetone as a methylene source
From the themed collection: Synthetic methodology in OBC
Communication

Copper-catalyzed ambient-temperature decarboxylative annulation of isatins with amidine hydrochlorides: a facile access to 2-(1,3,5-triazin-2-yl)aniline derivatives

A copper-catalyzed domino protocol for the synthesis of 2-(1,3,5-triazin-2-yl)anilines has been developed from isatins and amidine hydrochlorides at ambient temperature.

Graphical abstract: Copper-catalyzed ambient-temperature decarboxylative annulation of isatins with amidine hydrochlorides: a facile access to 2-(1,3,5-triazin-2-yl)aniline derivatives
From the themed collection: Synthetic methodology in OBC
Communication

Chelation-assisted de-aryloxylative amination of 2-aryloxy quinolines: a new synthetic route to a key fragment of a bioactive PRMT5 inhibitor

A copper catalysed regiospecific de-aryloxylative amination of O- or N-chelating group-functionalized 2-aryloxyquinolines constitutes a new route to access a PRMT5 inhibitor.

Graphical abstract: Chelation-assisted de-aryloxylative amination of 2-aryloxy quinolines: a new synthetic route to a key fragment of a bioactive PRMT5 inhibitor
From the themed collection: Synthetic methodology in OBC
Communication

Selective nickel-catalyzed dehydrogenative–decarboxylative formylation of indoles with glyoxylic acid

Herein we present a new strategy for the dehydrogenative–decarboxylative coupling of indoles with glyoxylic acid.

Graphical abstract: Selective nickel-catalyzed dehydrogenative–decarboxylative formylation of indoles with glyoxylic acid
From the themed collection: Synthetic methodology in OBC
Communication

Iridium-catalyzed C–H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides

An iridium-catalyzed C–H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides was developed, affording a series of 7-azaindole phenylphosphoramidates.

Graphical abstract: Iridium-catalyzed C–H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides
From the themed collection: Synthetic methodology in OBC
Communication

Chelation-assisted C–N cross-coupling of phosphinamides and aryl boronic acids with copper powder at room temperature

A protocol for the chelation-assisted C–N cross-coupling of phosphinamides and aryl boronic acids with copper powder under an oxygen atmosphere is reported.

Graphical abstract: Chelation-assisted C–N cross-coupling of phosphinamides and aryl boronic acids with copper powder at room temperature
From the themed collection: Synthetic methodology in OBC
Accepted Manuscript - Communication

Base-Controlled Fe(Pc)-Catalyzed Aerobic Oxidation of Thiols for the Synthesis of S-S and S-P(O) Bond

From the themed collection: Synthetic methodology in OBC
Communication

Cascade double isocyanide insertion and C–N coupling of 2-iodo-2′-isocyano-1,1′-biphenyls

This reaction provides the first example of using a functionalized isocyanide in double insertion to construct nitrogen-containing heterocyclic systems.

Graphical abstract: Cascade double isocyanide insertion and C–N coupling of 2-iodo-2′-isocyano-1,1′-biphenyls
From the themed collection: Synthetic methodology in OBC
Communication

Gold-catalyzed C5-alkylation of indolines and sequential oxidative aromatization: access to C5-functionalized indoles

A novel protocol towards the rapid assembly of C5-alkylated indole derivatives has been developed via gold-catalyzed regioselective functionalization and subsequent oxidative aromatization.

Graphical abstract: Gold-catalyzed C5-alkylation of indolines and sequential oxidative aromatization: access to C5-functionalized indoles
From the themed collection: Synthetic methodology in OBC
Communication

Iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines: facile access to 5-(3-indolyl)oxazoles

An iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines has been developed. This reaction enables the convenient synthesis of a variety of 5-(3-indolyl)oxazoles under mild conditions with broad functional group compatibility.

Graphical abstract: Iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines: facile access to 5-(3-indolyl)oxazoles
From the themed collection: Synthetic methodology in OBC
Communication

Facile synthesis of substituted diaryl sulfones via a [3 + 3] benzannulation strategy

A metal-free and efficient synthesis of highly substituted diaryl sulfones via a base-mediated [3 + 3] benzannulation strategy.

Graphical abstract: Facile synthesis of substituted diaryl sulfones via a [3 + 3] benzannulation strategy
From the themed collection: Synthetic methodology in OBC
Communication

Regioselective nitration of anilines with Fe(NO3)3·9H2O as a promoter and a nitro source

A novel and efficient ortho-nitration reaction of aniline derivatives using the inexpensive and nontoxic Fe(NO3)3·9H2O as a promoter and a nitro source has been developed.

Graphical abstract: Regioselective nitration of anilines with Fe(NO3)3·9H2O as a promoter and a nitro source
From the themed collection: Synthetic methodology in OBC
Communication

Copper-catalyzed remote oxidation of alcohols initiated by radical difluoroalkylation of alkenes: facile access to difluoroalkylated carbonyl compounds

A Cu-catalyzed oxidation of alcohols triggered by the radical difluoroalkylation of alkenes has been developed.

Graphical abstract: Copper-catalyzed remote oxidation of alcohols initiated by radical difluoroalkylation of alkenes: facile access to difluoroalkylated carbonyl compounds
From the themed collection: Synthetic methodology in OBC
Communication

Neighboring phenolic group-activated gem-difluoroallylboration of imines for the catalyst-free synthesis of gem-difluorohomoallylamines

An unprecedented imine allylation with pinacol gem-difluoroallylborates for the synthesis of a wide range of racemic gem-difluorohomoallylamine derivatives under catalyst-free conditions was enabled by a neighboring phenolic group in an N-protecting group.

Graphical abstract: Neighboring phenolic group-activated gem-difluoroallylboration of imines for the catalyst-free synthesis of gem-difluorohomoallylamines
From the themed collection: Synthetic methodology in OBC
Communication

Catalyst-free [3 + 2] cyclization of dihydroisoquinoline imines and isatin-derived Morita–Baylis–Hillman carbonates via 1,5-electrocyclization: synthesis of tetrahydroisoquinoline-fused spirooxindoles

The incorporation of tetrahydroisoquinoline and spirooxindole frameworks has been achieved.

Graphical abstract: Catalyst-free [3 + 2] cyclization of dihydroisoquinoline imines and isatin-derived Morita–Baylis–Hillman carbonates via 1,5-electrocyclization: synthesis of tetrahydroisoquinoline-fused spirooxindoles
From the themed collection: Synthetic methodology in OBC
Communication

An organocatalytic asymmetric Mannich reaction of pyrazoleamides with cyclic trifluoromethyl ketimines: enantioselective access to dihydroquinazolinone skeletons

A series of trifluoromethyl dihydroquinazolinones were obtained in excellent results via an asymmetric Mannich reaction of pyrazoleamides and cyclic trifluoromethyl ketimines.

Graphical abstract: An organocatalytic asymmetric Mannich reaction of pyrazoleamides with cyclic trifluoromethyl ketimines: enantioselective access to dihydroquinazolinone skeletons
From the themed collection: Synthetic methodology in OBC
Communication

NFSI-participated intermolecular aminoazidation of alkene through iron catalysis

An iron-catalysed intermolecular vicinal aminoazidation of alkene with NFSI is reported, with broader alkene scope comparing to previously reported aminoazidation.

Graphical abstract: NFSI-participated intermolecular aminoazidation of alkene through iron catalysis
From the themed collection: Synthetic methodology in OBC
Communication

Palladium-catalyzed carbonylation of benzylic ammonium salts to amides and esters via C–N bond activation

An efficient palladium-catalyzed carbonylation reaction of readily available quaternary ammonium salts with CO is reported for the first time to afford arylacetamides and arylacetic acid esters via benzylic C–N bond cleavage.

Graphical abstract: Palladium-catalyzed carbonylation of benzylic ammonium salts to amides and esters via C–N bond activation
From the themed collection: Synthetic methodology in OBC
Communication

Metal-free iodine(III)-promoted synthesis of 2,5-diaryloxazoles

An efficient nonmetal-catalyzed reaction for 2,5-disubstituted oxazoles from chalcone under mild conditions with highly atom-economical transformation.

Graphical abstract: Metal-free iodine(iii)-promoted synthesis of 2,5-diaryloxazoles
From the themed collection: Synthetic methodology in OBC
Communication

Gold(I)- and rhodium(III)-catalyzed formal regiodivergent C–H alkynylation of 1-arylpyrazolones

A transition-metal-catalyzed formal regiodivergent C–H alkynylation of 1-aryl-5-pyrazolones is described.

Graphical abstract: Gold(i)- and rhodium(iii)-catalyzed formal regiodivergent C–H alkynylation of 1-arylpyrazolones
From the themed collection: Synthetic methodology in OBC
Communication

Cyrene as a bio-based solvent for HATU mediated amide coupling

Cyrene was found to be an effective bio-based solvent for HATU mediated amide bond formation.

Graphical abstract: Cyrene as a bio-based solvent for HATU mediated amide coupling
From the themed collection: Synthetic methodology in OBC
Communication

Copper-mediated regioselective hydrodifluoroalkylation of alkynes

A highly regioselective copper-mediated hydrodifluoroalkylation of alkynes with ethyl bromodifluoroacetate or bromodifluoroacetamides has been developed.

Graphical abstract: Copper-mediated regioselective hydrodifluoroalkylation of alkynes
From the themed collection: Synthetic methodology in OBC
Communication

Ruthenium(II)-catalyzed remote C–H addition of 8 aminoquinoline amide to activated aldehyde

Remote C–H addition of 8-aminoquinoline amides at C-5 position to activated aldehydes have been developed using Ru(II)-catalyst.

Graphical abstract: Ruthenium(ii)-catalyzed remote C–H addition of 8 aminoquinoline amide to activated aldehyde
From the themed collection: Synthetic methodology in OBC
Communication

An I2-mediated aerobic oxidative annulation of amidines with tertiary amines via C–H amination/C–N cleavage for the synthesis of 2,4-disubstituted 1,3,5-triazines

An iodine-mediated aerobic oxidative cycloaddition of amidines with tertiary amines was first demonstrated, affording symmetrical and unsymmetrical 2,4-disubstituted 1,3,5-triazines.

Graphical abstract: An I2-mediated aerobic oxidative annulation of amidines with tertiary amines via C–H amination/C–N cleavage for the synthesis of 2,4-disubstituted 1,3,5-triazines
From the themed collection: Synthetic methodology in OBC
Communication

Annulation of β-naphthols and 4-hydroxycoumarins with vinylsulfonium salts: synthesis of dihydrofuran derivatives

Annulation reaction of vinylsulfonium salts with β-naphthols and 4-hydroxycoumarins provided dihydrofuran derivatives in moderate to good yields under mild conditions.

Graphical abstract: Annulation of β-naphthols and 4-hydroxycoumarins with vinylsulfonium salts: synthesis of dihydrofuran derivatives
From the themed collection: Synthetic methodology in OBC
Communication

Gold(I)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1H-indenes

The gold(I)-catalyzed oxycyclization of β-aryl monosubstituted o-(alkynyl)styrenes gives rise to 1-α-methoxy or 1-α-hydroxybenzyl-1H-indenes in a diastereospecific way.

Graphical abstract: Gold(i)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1H-indenes
From the themed collection: Synthetic methodology in OBC
Communication

Bis(phenylsulfonyl)methane mediated synthesis of olefins via a halogen elimination and double bond migration

An effective dehydrochlorination of bis(phenylsulfonyl)alkane to prepare alkene building blocks is developed.

Graphical abstract: Bis(phenylsulfonyl)methane mediated synthesis of olefins via a halogen elimination and double bond migration
From the themed collection: Synthetic methodology in OBC
Communication

Pd-catalyzed intramolecular C(sp2)–H amination of phenylalanine moieties in dipeptides: synthesis of indoline-2-carboxylate-containing dipeptides

Indoline-2-carboxylate-containing dipeptides were synthesized from dipeptides via Pd-catalyzed intramolecular C–H amination.

Graphical abstract: Pd-catalyzed intramolecular C(sp2)–H amination of phenylalanine moieties in dipeptides: synthesis of indoline-2-carboxylate-containing dipeptides
From the themed collection: Synthetic methodology in OBC
Communication

Photocatalyzed cascade Meerwein addition/cyclization of N-benzylacrylamides toward azaspirocycles

A visible-light-induced cascade Meerwein addition/cyclization of alkenes involving C–F bond cleavage was developed.

Graphical abstract: Photocatalyzed cascade Meerwein addition/cyclization of N-benzylacrylamides toward azaspirocycles
From the themed collection: Synthetic methodology in OBC
Communication

PhI(OAc)2-mediated dearomative C–N coupling: facile construction of the spiro[indoline-3,2′-pyrrolidine] skeleton

A facile construction of the spiro[indole-3,2′-pyrrolidine] skeleton, through diacetoxyiodobenzene (PIDA) mediated C–N bond-forming dearomatization of C3 sulfonamide linked indole derivatives, has been developed.

Graphical abstract: PhI(OAc)2-mediated dearomative C–N coupling: facile construction of the spiro[indoline-3,2′-pyrrolidine] skeleton
From the themed collection: Synthetic methodology in OBC
Communication

Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition

The metal-free C2-functionalization of chromones with alcohols and ethers via radical sp3 C–H activation was developed.

Graphical abstract: Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition
From the themed collection: Synthetic methodology in OBC
Communication

Access to 2-substituted-2H-indazoles via a copper-catalyzed regioselective cross-coupling reaction

A copper-catalyzed C–N cross-coupling reaction using commercially available 1H-indazoles with hypervalent iodine reagents to afford biologically active 2-substituted-2H-indazole is described.

Graphical abstract: Access to 2-substituted-2H-indazoles via a copper-catalyzed regioselective cross-coupling reaction
From the themed collection: Synthetic methodology in OBC
Communication

Tandem radical cyclization for the construction of 1-difluoroalkylated isoquinolines via Cu catalyzed and visible light-promoted pathways

A Cu/B2pin2 system promoted cyclization for the synthesis of 1-difluoroalkylated isoquinolines with vinyl isocyanides and bromodifluoroacetic derivatives in moderate to good yields was reported.

Graphical abstract: Tandem radical cyclization for the construction of 1-difluoroalkylated isoquinolines via Cu catalyzed and visible light-promoted pathways
From the themed collection: Synthetic methodology in OBC
Communication

Palladium-catalyzed synthesis of quinolin-2(1H)-ones: the unexpected reactivity of azodicarboxylate

A Pd(II)-catalyzed synthesis of quinolin-2(1H)-ones from quinoline N-oxides with azodicarboxylates as the activating agent has been developed.

Graphical abstract: Palladium-catalyzed synthesis of quinolin-2(1H)-ones: the unexpected reactivity of azodicarboxylate
From the themed collection: Synthetic methodology in OBC
Communication

KI-catalyzed C–S bond formation via an oxidation relay strategy: efficient access to various α-thio-β-dicarbonyl compounds

An efficient and practical methodology to obtain α-thio-β-dicarbonyl compounds was presented under alkaline conditions via potassium iodide (KI) catalysis.

Graphical abstract: KI-catalyzed C–S bond formation via an oxidation relay strategy: efficient access to various α-thio-β-dicarbonyl compounds
From the themed collection: Synthetic methodology in OBC
Communication

Nucleophilic trifluoromethylthiolation of bromoalkynones with AgSCF3: C(sp)–SCF3 bond formation towards ynonyl trifluoromethyl sulfides

C(sp)–SCF3 bond formation via the AgSCF3 mediated nucleophilic trifluoromethylthiolation of bromoalkynones, delivering various ynonyl trifluoromethyl sulfides in high yields.

Graphical abstract: Nucleophilic trifluoromethylthiolation of bromoalkynones with AgSCF3: C(sp)–SCF3 bond formation towards ynonyl trifluoromethyl sulfides
From the themed collection: Synthetic methodology in OBC
Communication

B(C6F5)3-catalyzed transfer hydrogenations of imines with Hantzsch esters

Transfer hydrogenations of imines with Hantzsch esters were realized using 0.1 mol% of B(C6F5)3, and up to 38% ee was obtained for asymmetric reactions.

Graphical abstract: B(C6F5)3-catalyzed transfer hydrogenations of imines with Hantzsch esters
From the themed collection: Synthetic methodology in OBC
Communication

Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals en route to tertiary α-fluorinated carbonyl derivatives

A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.

Graphical abstract: Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals en route to tertiary α-fluorinated carbonyl derivatives
From the themed collection: Synthetic methodology in OBC
Communication

Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: a metal free approach

A photo-induced, metal-free strategy was used for the direct C(sp2)–H bond selenylation of indoles, imidazoles and arenes using Rose Bengal as a photocatalyst.

Graphical abstract: Rose Bengal catalysed photo-induced selenylation of indoles, imidazoles and arenes: a metal free approach
From the themed collection: Synthetic methodology in OBC
Communication

Synthesis of spiro-4H-pyrazole-oxindoles and fused 1H-pyrazoles via divergent, thermally induced tandem cyclization/migration of alkyne-tethered diazo compounds

A thermally induced, substrate-dependent divergent outcome of alkynyl diazoamides for the synthesis of spiro-4H-pyrazoles and fused 1H-pyrazoles has been developed.

Graphical abstract: Synthesis of spiro-4H-pyrazole-oxindoles and fused 1H-pyrazoles via divergent, thermally induced tandem cyclization/migration of alkyne-tethered diazo compounds
From the themed collection: Synthetic methodology in OBC
Communication

Exploring bis-(amino)cyclopropenylidene as a non-covalent Brønsted base catalyst in conjugate addition reactions

The catalytic application of bis-(amino)cyclopropenylidene, as a non-covalent Brønsted base, in the 1,4- and 1,6-conjugate addition of carbon nucleophiles to enones and p-quinone methides, respectively, is described.

Graphical abstract: Exploring bis-(amino)cyclopropenylidene as a non-covalent Brønsted base catalyst in conjugate addition reactions
From the themed collection: Synthetic methodology in OBC
Communication

A Brønsted acid-promoted asymmetric intramolecular allylic amination of alcohols

An asymmetric intramolecular allylic amination reaction catalyzed by a chiral Brønsted acid is disclosed, affording biologically intriguing chiral 2-substituted hydroquinolines in up to 90% yield and with up to 93% ee.

Graphical abstract: A Brønsted acid-promoted asymmetric intramolecular allylic amination of alcohols
From the themed collection: Synthetic methodology in OBC
Communication

Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols

Palladium plays a dual role in synthesizing fluorenones from bis(2-bromophenyl)methanols.

Graphical abstract: Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols
From the themed collection: Synthetic methodology in OBC
Communication

Concise total synthesis of (+)-asperazine A and (+)-pestalazine B

The highly convergent total synthesis of dimeric diketopiperazine alkaloids (+)-asperazine A and (+)-pestalazine B is described.

Graphical abstract: Concise total synthesis of (+)-asperazine A and (+)-pestalazine B
From the themed collection: Synthetic methodology in OBC
Communication

Pyrazole synthesis via a cascade Sonogashira coupling/cyclization of N-propargyl sulfonylhydrazones

An efficient approach for the preparation of pyrazoles via a Pd(II)/Cu(I)-catalyzed Sonogashira coupling/cyclization of N-propargyl sulfonylhydrazones has been established.

Graphical abstract: Pyrazole synthesis via a cascade Sonogashira coupling/cyclization of N-propargyl sulfonylhydrazones
From the themed collection: Synthetic methodology in OBC
Communication

Highly efficient asymmetric construction of novel indolines and tetrahydroquinoline derivatives via aza-Barbier/C–N coupling reaction

An efficient approach towards stereoselective synthesis of chiral indolines and tetrahydroquinolines via Zn-mediated allylation of chiral-N-tert-butanesulfinyl imines and intramolecular C–N cross-coupling is described.

Graphical abstract: Highly efficient asymmetric construction of novel indolines and tetrahydroquinoline derivatives via aza-Barbier/C–N coupling reaction
From the themed collection: Synthetic methodology in OBC
Communication

Pd-Catalyzed C–H aziridination of 3,3,5,5-tetrasubstituted piperazin-2-ones

Pd-Catalysed C–H aziridination of 3,3,5,5-tetrasubsituted piperazin-2-ones catalysed by succinic acid. The mechanistic role of the acid is investigated through kinetics experiments.

Graphical abstract: Pd-Catalyzed C–H aziridination of 3,3,5,5-tetrasubstituted piperazin-2-ones
From the themed collection: Synthetic methodology in OBC
Communication

A novel approach to 5H-pyrazino[2,3-b]indoles via annulation of 3-diazoindolin-2-imines with 2H-azirines or 5-alkoxyisoxazoles under Rh(II) catalysis

The first example of rhodium carbenoid-mediated intermolecular annulation of cyclic diazo compounds with azirines and alkoxyisoxazoles is presented.

Graphical abstract: A novel approach to 5H-pyrazino[2,3-b]indoles via annulation of 3-diazoindolin-2-imines with 2H-azirines or 5-alkoxyisoxazoles under Rh(ii) catalysis
From the themed collection: Synthetic methodology in OBC
Communication

Metal-free electrophilic phosphination of electron-rich arenes, arenols and aromatic thiols with diarylphosphine oxides

A metal-free and mild route to aromatic organophosphorus compounds from stable phosphines.

Graphical abstract: Metal-free electrophilic phosphination of electron-rich arenes, arenols and aromatic thiols with diarylphosphine oxides
From the themed collection: Synthetic methodology in OBC
Open Access Communication

Hydrogen-free reductive amination using iron pentacarbonyl as a reducing agent

The concept of hydrogen-free reductive amination can be expanded to metal carbonyls as reducing agents, which can lead to more selective approaches in organic synthesis. The synthetic value of the developed methodology was demonstrated by efficient preparation of a representative range of amines. The reaction proceeds well even in the case of poorly reactive ketones such as benzophenone.

Graphical abstract: Hydrogen-free reductive amination using iron pentacarbonyl as a reducing agent
From the themed collection: Synthetic methodology in OBC
Communication

Synthesis of α-keto imides through copper-catalyzed oxidation of N-sulfonyl ynamides

A novel copper-catalyzed N-oxide oxidation of N-sulfonyl ynamides has been developed, allowing the facile synthesis of various α-keto imides in generally moderate to good yields.

Graphical abstract: Synthesis of α-keto imides through copper-catalyzed oxidation of N-sulfonyl ynamides
From the themed collection: Synthetic methodology in OBC
Communication

Synthesis of cyclopent-2-enones from furans using a nebulizer-based continuous flow photoreactor

Hydroxycyclopent-2-enones and methoxycyclopent-2-enones have been synthesized in a single operation from furans using an innovative continuous flow nebulizer-based photoreactor.

Graphical abstract: Synthesis of cyclopent-2-enones from furans using a nebulizer-based continuous flow photoreactor
From the themed collection: Synthetic methodology in OBC
Communication

A one pot three-component reaction for the preparation of dihydroquinolines with two different ketones and aromatic amines

A three component reaction with two different ketones and aromatic amines was firstly investigated.

Graphical abstract: A one pot three-component reaction for the preparation of dihydroquinolines with two different ketones and aromatic amines
From the themed collection: Synthetic methodology in OBC
Communication

Rhodium-catalyzed benzoisothiazole synthesis by tandem annulation reactions of sulfoximines and activated olefins

Rhodium(III)-catalyzed N-directed ortho C–H activation reactions have been developed for the synthesis of unique heterocyclic benzoisothiazoles.

Graphical abstract: Rhodium-catalyzed benzoisothiazole synthesis by tandem annulation reactions of sulfoximines and activated olefins
From the themed collection: Synthetic methodology in OBC
Communication

Fe-Catalyzed radical-type difunctionalization of styrenes with aliphatic aldehydes and trimethylsilyl azide via a decarbonylative alkylation–azidation cascade

A three-component oxidative decarbonylative alkylation–azidation cascade reaction of styrene derivatives with aliphatic aldehydes and TMSN3 to provide aliphatic azides is developed.

Graphical abstract: Fe-Catalyzed radical-type difunctionalization of styrenes with aliphatic aldehydes and trimethylsilyl azide via a decarbonylative alkylation–azidation cascade
From the themed collection: Synthetic methodology in OBC
Communication

Na2S-mediated synthesis of terminal alkynes from gem-dibromoalkenes

The Na2S-mediated facile synthesis of terminal alkynes from gem-dibromoalkenes, at 20/40 °C under open flask conditions has been developed.

Graphical abstract: Na2S-mediated synthesis of terminal alkynes from gem-dibromoalkenes
From the themed collection: Synthetic methodology in OBC
Communication

Copper-catalyzed highly selective synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from 2-iodophenylcinnamamides and potassium sulfide

DBU as a switch could control the selectivity of the formation of 2-benzyl-substituted benzo[b]thiazinones and 2-benzylidenebenzo[b]thiazinones.

Graphical abstract: Copper-catalyzed highly selective synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from 2-iodophenylcinnamamides and potassium sulfide
From the themed collection: Synthetic methodology in OBC
Communication

Synthesis of 2,2-bis(pyridin-2-yl amino)cyclobutanols and their conversion into 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones

2,2-Bis(pyridin-2-ylamino)cyclobutanols are prepared easily from 2-hydroxycyclobutanone and are transformed into 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones via a periodinane-mediated ring expansion.

Graphical abstract: Synthesis of 2,2-bis(pyridin-2-yl amino)cyclobutanols and their conversion into 5-(pyridin-2-ylamino)dihydrofuran-2(3H)-ones
From the themed collection: Synthetic methodology in OBC
Paper

FeCl3 or MeSO3H-promoted multicomponent reactions for facile synthesis of structurally diverse furan analogues

The atom-economical characteristics, mild conditions, simple operation and broad substrate scope demonstrated the synthetic value of this protocol.

Graphical abstract: FeCl3 or MeSO3H-promoted multicomponent reactions for facile synthesis of structurally diverse furan analogues
From the themed collection: Synthetic methodology in OBC
Paper

Electronic effect of substituents on anilines favors 1,4-addition to trans-β-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles

A simple and an efficient method for the regioselective synthesis of N-alkyl/aryl/H 3-arylindole derivatives from N-substituted anilines and trans-β-nitrostyrenes has been described using 10 mol% of bismuth(III) triflate as a catalyst in acetonitrile at 80 °C.

Graphical abstract: Electronic effect of substituents on anilines favors 1,4-addition to trans-β-nitrostyrenes: access to N-substituted 3-arylindoles and 3-arylindoles
From the themed collection: Synthetic methodology in OBC
Paper

Regioselective and diastereoselective synthesis of two functionalized 1,5-methanoindeno[1,2-d]azocines via a three-component reaction

The morpholine promoted three-component reaction of N-alkylpiperidinone, indane-1,3-dione and 2-arylideneindane-1,3-dione in ethanol at room temperature resulted in the (1H-1,5-methanoindeno[1,2-d]azocin-12-ylidene)-1H-indene-1,3(2H)-dione derivatives in good yields and with exo-configuration.

Graphical abstract: Regioselective and diastereoselective synthesis of two functionalized 1,5-methanoindeno[1,2-d]azocines via a three-component reaction
From the themed collection: Synthetic methodology in OBC
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The latest articles published in Organic and Biomolecular Chemistry related to synthetic methodology.

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