Halogen-mediated electrochemical organic synthesis
Recent advances in the oxime-participating synthesis of isoxazolines
This review is devoted to highlighting the main achievements in the development of methodologies for the synthesis of isoxazolines.
Recent advances in the catalytic synthesis of 3-aminooxindoles: an update
3-Substituted-3-aminooxindoles are versatile scaffolds and these motifs constitute the core structure of number of natural products and biologically active compounds.
Recent applications of thiourea-based organocatalysts in asymmetric multicomponent reactions (AMCRs)
Synthesis and practical applications of 2-(2-nitroalkyl)pyrroles
Two main approaches can be designed for the synthesis of 2-(2-nitroalkyl)pyrroles using nitroalkenes or nitroalkanes in the reaction with pyrrole derivatives. The obtained nitroalkyl pyrroles can be converted into various bioactive compounds.
Remote C–C bond formation via visible light photoredox-catalyzed intramolecular hydrogen atom transfer
Visible light photoredox catalysis combined with intramolecular hydrogen atom transfer (HAT) can serve as a unique tool for achieving remote C–C bond formation. Recent advances in photoredox-catalyzed remote C–C bond formation are summarized.
C–H functionalization of quinazolinones by transition metal catalysis
Quinazolinone and its derivatives are an important class of heterocyclic scaffolds in pharmaceuticals and natural products. This review provides the recent research advances in the transition metal catalyzed selective C–H bond functionalization of quinazolinone.
Synthesis of indoles from alkynes and a nitrogen source under metal-free conditions
This review deals with the methodologies published in the last ten years, which used metal-free conditions to prepare indoles starting from alkynes and nitrogen compounds.
Aromatic [b]-fused BODIPY dyes as promising near-infrared dyes
This review describes aromatic [b]-fused BODIPY dyes with the focus on design and synthesis, the relationships between their photophysical/spectroscopic properties and molecular structures, and potential uses in bioassays and optoelectronic devices.
Recent progress of transition metal-catalysed regioselective C–H transformations based on noncovalent interactions
Recent advances in the transition metal-catalysed regioselective C–H transformations controlled by noncovalent interactions between substrates and reagents or ligands are summarised.
Recent advances in the synthesis of imidazoles
The review highlights the recent advances (2018-present) in the regiocontrolled synthesis of substituted imidazoles.
Stereoselective synthesis of 2,6-disubstituted piperidine alkaloids
The synthetic methods to build the 2,6-disubstituted piperidine structural motif were described focusing on stereochemical control of two substituents at C2 and C6 with specific examples of natural products.
Palladium-catalysed decarboxylative annulations of vinylethylene carbonates leading to diverse functionalised heterocycles
This review provides an overview of the palladium-catalysed diverse cyclisations of VECs over the past five years, which could offer powerful synthetic tools to access various functionalised heterocycles.
Progress in recent development of stereoselective synthesis of β2-amino acid derivatives from β-nitroacrylate derivatives
β2-Amino acids: recent advances in the synthesis of β2-amino acids and their derivatives from various stereoselective transformations of β-nitroacrylates are summarized.
Catalytic enantioselective decarboxylative nucleophilic addition reactions using chiral organocatalysts
Catalytic decarboxylative reactions are attractive as biomimetic and environmentally friendly reaction processes. This review summarizes recent results for organocatalytic enantioselective decarboxylative reactions from October 2013 to December 2019.
Visible light promoted C–H functionalization of imidazoheterocycles
The present review summarizes the visible light mediated direct C–H functionalizations of pharmacologically active imidazo[1,2-a]pyridines and other related heterocycles.
Synthetic and mechanistic aspects of sulfonyl migrations
Sulfonyl migrations, frequently described as ‘unusual’ or ‘unexpected’, from the last 20 years, including 1,2-, 1,3-, 1,4-, 1,5-, 1,6- and 1,7-sulfonyl shifts, through either radical or polar processes, either inter- or intramolecularly are reviewed.
Tandem transformations and multicomponent reactions utilizing alcohols following dehydrogenation strategy
In this review, the progress of tandem transformation of nitro, nitrile and azide functionalities is summarised to develop new C–C and C–N bonds as well as multi-component reactions using alcohols.
Macrocyclization via C–H functionalization: a new paradigm in macrocycle synthesis
The emergence and applications of the C–H activation logic as a new paradigm in macrocyclization reactions are captured in this review.
Synthesis of α-functionalized ketones by visible-light promoted oxygenation of alkenes
This article gives a short review on the visible-light promoted synthesis of α-functionalized ketones from alkenes.
Sequential conjugation methods based on triazole formation and related reactions using azides
This review highlights recent transformations involving selective triazole formation, allowing efficient preparation of unsymmetric bis- and tris(triazole)s using diverse platform molecules.
Recent advances in the direct β-C(sp2)–H functionalization of enamides
Recent advances in the direct β-C(sp2)–H functionalization of enamides, mainly including arylation, alkenylation, alkynylation, alkylation, acylation, sulfonylation, phosphorylation, and others, are reported.
Chemical transformations of quaternary ammonium salts via C–N bond cleavage
The reaction of quaternary ammonium salts via C–N bond cleavage to construct C–C, C–H and C–heteroatom bonds is summarized.
Catalytic strategies towards 1,3-polyol synthesis by enantioselective cascades creating multiple alcohol functions
This review highlights the different enantioselective catalyst-controlled cascades creating multiple alcohol functions and ensuring through subsequent simple derivatization, the rapid preparation of extended 1,3-polyols.
The endo-aza-Michael addition in the synthesis of piperidines and pyrrolidines
Intramolecular endo-aza-Michael additions are categorised in various ways.
Recent trends in catalytic sp3 C–H functionalization of heterocycles
In this mini-review, we attempt to highlight gaps in existing techniques for sp3 C–H activation adjacent to heterocycles.
Recent developments in the chemistry of allenyl sulfones
Allenyl sulfones are versatile building blocks for the construction of various acyclic, carbocyclic and heterocyclic motifs. Recent developments in the preparation and synthetic applications of allenyl sulfones are summarised.
Recent progress in transition-metal-catalyzed hydrocyanation of nonpolar alkenes and alkynes
Hydrocyanation is a powerful method for the preparation of nitriles which are versatile building blocks for the synthesis of amines, acids and amides.
The reticent tautomer: exploiting the interesting multisite and multitype reactivity of 4-pyrrolin-2-ones
Multisite and multitype reactivities of the highly versatile and valuable synthetic building block 4-pyrrolin-2-one are covered in this review.
Developments in the construction of cyclopropanols
This review introduces and discusses the advances in the construction of cyclopropanols; improved synthetic methods are included, as well as the highly stereoselective production of cyclopropanols.
Recent advances in cobalt-catalysed C–H functionalizations
Ready availability, low cost and low toxicity of cobalt salts have redirected the attention of researchers away from noble metals, such as Pd, Rh, and Ir, towards Co in the field of C–H functionalisation.
Imidates: an emerging synthon for N-heterocycles
This review highlights the recent application of imidates as building blocks for the synthesis of saturated and un-saturated N-heterocycles via C–N annulation reactions under acid/base/metal-catalyzed/radical-mediated reaction conditions.
Catalytic enantioselective cross dehydrogenative coupling of sp3 C–H of heterocycles
The recent developments in the asymmetric functionalization of heterocycles via the catalytic enantioselective cross dehydrogenative coupling reactions of heterocyclic sp3 C–H bonds are highlighted in this review.
Recent trends and applications of the Cadiot–Chodkiewicz reaction
The Cadiot–Chodkiewicz reaction offers an elegant strategy for the formation of 1,3-diynes via Cu-catalyzed cross-coupling of alkynyl halides with terminal alkynes in the presence of an amine.
Application of copper(I) salt and fluoride promoted Stille coupling reactions in the synthesis of bioactive molecules
This review summarises the synthesis of bioactive molecules through the use of Cu(I) salt and fluoride promoted Stille coupling reactions.
Catalytic allylic functionalization via π-allyl palladium chemistry
This review highlights the palladium-catalyzed allylic C–H functionalizations via π-allyl palladium reported from early 2014 to present date.
Advances in asymmetric visible-light photocatalysis, 2015–2019
Asymmetric visible-light photocatalysis has recently drawn considerable attention of the scientific community owing to its unique activation modes and significance for the enantioselective green synthesis.
α-Halogenoacetamides: versatile and efficient tools for the synthesis of complex aza-heterocycles
This review presents the use of α-alkyl- and α-alkoxy-halogenoacetamides as powerful partners for domino and 1,3-dipolar cycloaddition reactions resulting in a ring closure.
Modifications of amino acids using arenediazonium salts
Aryl transfer reactions from arenediazonium salts have started to make their impact in chemical biology with initial forays in the arena of arylative modifications and bio-conjugations of amino acids, peptides and proteins.
Hypervalent iodine reactions utilized in carbon–carbon bond formations
This review covers recent developments of hypervalent iodine chemistry in dearomatizations, radicals, hypervalent iodine-guided electrophilic substitution, arylations, photoredox, and more.
Consecutive multicomponent reactions for the synthesis of complex molecules
Consecutive multicomponent reactions (MCRs) combine two or more MCRs to achieve high synthetic efficiency, product structural diversity, and molecular complexity.
Recent advances in the synthesis of oxaspirolactones and their application in the total synthesis of related natural products
Oxaspirolactones are ubiquitous structural motifs found in natural products and synthetic molecules with a diverse biochemical and physicochemical profile, and represent a valuable target in natural product chemistry and medicinal chemistry.
Recent advances in catalytic asymmetric intermolecular oxidation of alkynes
In recent years, gold-metal-catalyzed intermolecular alkyne oxidation by an N-oxide oxidant, which presumably involves a gold carbenoid intermediate, has attracted increasing attention because it circumvents the employment of hazardous and potentially explosive diazocarbonyl compounds as starting materials for carbene generation.
Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls
A strategy for establishing a chiral axis from stereogenic centers via elimination or oxidative aromatization with a high level of chirality transfer was developed.
Hantzsch esters: an emerging versatile class of reagents in photoredox catalyzed organic synthesis
This minireview highlights the recent advances in the chemistry of Hantzsch esters in photoredox catalyzed organic synthesis, with particular emphasis placed on reaction mechanisms.
Recent advances and applications of p-toluenesulfonylmethyl isocyanide (TosMIC)
TosMIC, a unique and multifunctional synthetic reagent, reacts with a wide spectrum of synthons to deliver novel scaffolds.
Late stage functionalization of heterocycles using hypervalent iodine(III) reagents
Iodine(III) reagents represent a powerful tool for the late-stage functionalization of a variety of heterocycles through a range of transformations.
Organoboron synthesis via ring opening coupling reactions
This review covers new trends towards the selective synthesis of organoboron compounds where boron reagents and cyclic substrates participate in the generation of carbanions, in the presence of stoichiometric amounts of main-group metals or catalytic amounts of transition metal complexes, via ring opening coupling transformations.
Recent advances in the borylative transformation of carbonyl and carboxyl compounds
The recent advances in the borylative transformation of carbonyl and carboxyl compounds are summarized.
Recent advances in the direct functionalization of quinoxalin-2(1H)-ones
The direct C3-functionalization of quinoxalin-2(1H)-ones via C–H bond activation has recently attracted considerable attention, due to their diverse biological activities and chemical properties.
The Lossen rearrangement from free hydroxamic acids
During more than a century, the Lossen rearrangement was supposed to occur exclusively in the presence of stochiometric amount of activating reagents. Very recently, it was demonstrated that the Lossen rearrangement can take place directly from free hydroxamic acids offering a renewal of interest for this reaction.
Employment of α-nitroketones in organic synthesis
This review summarizes the recent developments of the reactions of α-nitroketones and the consequent formation of a variety of structural frameworks is discussed.
Chloroform as a CO surrogate: applications and recent developments
Transition-metal-catalyzed carbonylation reaction using chloroform as CO surrogate to synthesize carbonylated heterocyclic moieties.
Synthetic strategies for fluorination of carbohydrates
Different synthetic strategies for accomplishing regio- and stereoselective fluorinations of carbohydrate scaffolds are discussed in light of the biological implications arising from such substitutions.
Photochemical C–H bond coupling for (hetero)aryl C(sp2)–C(sp3) bond construction
This review highlights the recent advances in photochemical (hetero)aryl C(sp2)–C(sp3) bond construction via C–H bond coupling such as (hetero)arylation of C(sp3)–H bonds and alkylation of (hetero)aryl C(sp2)–H bonds.
Allylic azides: synthesis, reactivity, and the Winstein rearrangement
Allylic azides are useful synthetic intermediates, the Winstein rearrangement complicates usage, and mechanistic knowledge can enable selectivity.
Recent advances in the asymmetric synthesis of pharmacology-relevant nitrogen heterocycles via stereoselective aza-Michael reactions
In this review, recent applications of a stereoselective aza-Michael reaction for asymmetric synthesis of naturally occurring N-containing heterocyclic scaffolds and their usefulness to pharmacology are summarized.
Catalytic enantioselective iodolactonization reactions
The recent advances of catalytic enantioselective iodolactonizations of γ- or δ-substituted alkenoic carboxylic acids have been reviewed. The different catalysts and substrates are highlighted.
Recent advances in metal-free aerobic C–H activation
An overview of recent reactions based on the metal-free, dioxygen-induced, C–H activation of various radical precursors.
Recent advances in the synthesis of C2-spiropseudoindoxyls
This review summarizes the recent development of novel approaches to construct structurally unique oxindoles featuring a spirocycle at the C2 position.
N-Alkyl amide synthesis via N-alkylation of amides with alcohols
The present review summarizes the recent development of N-alkylation of amides with alcohols according to the classification of catalysts.
Use of ArSO2SRf reagents: an efficient tool for the introduction of SRf moieties
This review discusses the use of several ArSO2SRf reagents as SRf sources, an emerging trend to access SRf-containing molecules.
Intermolecular alkene difunctionalizations for the synthesis of saturated heterocycles
Intermolecular alkene difunctionalizations for the direct synthesis of saturated heterocycles.
Next generation diversity-oriented synthesis: a paradigm shift from chemical diversity to biological diversity
Diversity-oriented synthesis adds biological performance as a new diversity element.
Recent advances in homogeneous borrowing hydrogen catalysis using earth-abundant first row transition metals
The review highlights the recent advances (2013-present) in the use of earth-abundant first row transition metals in homogeneous borrowing hydrogen catalysis.
Applications of N′-monofunctionalised TsDPEN derivatives in asymmetric catalysis
N′-Monoalkylated or N′-mono(thio)acylated(N-sulfonyl)-1,2-diphenylethylene-1,2-diamine (TsDPEN) derivatives are have found extensive applications in asymmetric catalysis of a wide range of synthetic applications.
Recent advances in transition metal-catalyzed C(sp2)–H nitration
This review updates advances of direct C(sp2)–H nitration for the synthesis of nitroaromatic compounds and the mechanisms during the past decade.
SuperQuat chiral auxiliaries: design, synthesis, and utility
The design, synthesis and outline of some of the most common synthetic applications of the SuperQuat (4-substituted 5,5-dimethyloxazolidine-2-one) family of chiral auxiliaries, developed to address the shortcomings of the Evans (4-substituted oxazolidin-2-one) family of chiral auxiliaries, are presented.
Chemistry of detrifluoroacetylatively in situ generated fluoro-enolates
This review article provides a summary of the detrifluoroacetylative in situ generation of fluorine-containing enolates and their related reactions.
Recent developments in photochemical reactions of diazo compounds
Chemistry of diazo compounds is dominated by transition metal catalysis but recently, photoinitiated reactions of diazo compounds have attracted a lot of attention. This mini-review describes recent discoveries on the reactivity of diazo compounds under light irradiation.
About this collection
The latest articles published in Organic and Biomolecular Chemistry related to synthetic methodology.