Chiral disulfonimides: a versatile template for asymmetric catalysis
Chiral disulfonimides are a powerful class of organocatalysts that are amenable to an impressive scope of reaction types. This review provides a complete analysis of their synthesis, successful applications, mechanistic insights, and unmet challenges.
Cobalt-catalyzed carbonylation of the C–H bond
Direct carbonylation of the C–H bond is a great tool for installing a carbonyl group in a wide variety of substrates.
Photo-Induced 1,2-Carbohalofunctionalization of C–C Multiple Bonds via ATRA Pathway
Molecular crowding and RNA catalysis
Molecular crowding promotes RNA folding and catalysis and could have played vital roles in the evolution of primordial ribozymes and protocells.
Organic synthesis of high added value molecules with MOF catalysts
Recent advances on catalytic enantioselective multicomponent reactions
Gold-catalyzed enantioselective functionalization of indoles
This review documents the potential of enantioselective gold catalysis for the functionalization of indoles.
Recent applications of thiourea-based organocatalysts in asymmetric multicomponent reactions (AMCRs)
This review describes the recent applications of thiourea-based organocatalysts in asymmetric multicomponent reactions.
Asymmetric copper-catalyzed conjugate additions of organometallic reagents in the syntheses of natural compounds and pharmaceuticals
Stereoselective copper-catalyzed conjugate additions of organometallic reagents serve as a versatile tool in the total syntheses of diverse natural compounds and pharmaceutical agents.
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.
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.
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.
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 applications of chiral phosphoric acids in palladium catalysis
A variety of catalytic asymmetric reactions have been realized during the past decade through the combined action of palladium and chiral phosphoric acids (CPAs). This review surveys key examples and examines the underlying mechanisms of stereoinduction.
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.
Recent advances in modified TiO2 for photo-induced organic synthesis
The recent advancements of modified TiO2 materials as photocatalysts for organic synthesis are summarized.
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.
G-quadruplexes as versatile scaffolds for catalysis
This review summarizes the beginning, progress, and prospects of non-canonical DNA-based hybrid catalysts focusing on G-quadruplexes as versatile scaffolds for catalysis.
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.
Hetero-bimetallic cooperative catalysis for the synthesis of heteroarenes
Review covering the synthesis of 5- and 6-membered as well as condensed heteroarenes, focussing on the combinations in cooperative catalytic systems in strategies used to achieve selectivity and also highlights the mode of action for the cooperative catalysis leading to the synthesis of commercially and biologically relevant heteroarenes.
Combining enzymes and organometallic complexes: novel artificial metalloenzymes and hybrid systems for C–H activation chemistry
This review describes the advances in the design and application of novel artificial metalloenzymes in C–H activation reactions.
Reversal of enantioselectivity in chiral metal complex-catalyzed asymmetric reactions
The achievements of chiral metal complex-catalyzed enantiodivergent reactions during the period from 2008 to present were updated.
Introduction to chemical warfare agents, relevant simulants and modern neutralisation methods
This short review presents the current main chemical warfare agents and their most relevant simulants, and the recent catalytic and selective methods for their soft neutralization, potentially usable in the future as an alternative to “heavy” methods for decontamination.
Chiral palladium pincer complexes for asymmetric catalytic reactions
This review covers the methods for the preparation of chiral palladium(II) pincer complexes and their applications in asymmetric catalysis.
Metal-catalysed reactions enabled by guanidine-type ligands
A review of metal–guanidine complexes, which are selective and powerful catalysts for organic transformations, asymmetric synthesis, and polymerisation.
Recent advances in photocatalytic manipulations of Rose Bengal in organic synthesis
This review highlights the recent advances in photocatalytic manipulations of Rose Bengal in organic synthesis.
Catalytic asymmetric cycloaddition reactions of enoldiazo compounds
Review of recent advances in asymmetric catalytic cycloaddition reactions of silyl-protected enoldiazo compounds.
The mechanistic duality of (thio)urea organocatalysts for ring-opening polymerization
Dual mechanisms for H-bond mediated ring-opening polymerization allow for precise control, high activity and new applications.
The roles of Lewis acidic additives in organotransition metal catalysis
We present recent advances in prominent organotransition metal-catalysed reactions in which Lewis acid cocatalysts are employed to increase catalyst activity or selectivity. The roles of Lewis acids are discussed.
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.
Beyond the traditional roles of Ag in catalysis: the transmetalating ability of organosilver(I) species in Pd-catalysed reactions
The role of silver salts in Pd-catalysed C–C bond forming transformations.
The challenge of using isopropylamine as an amine donor in transaminase catalysed reactions
Factors that affect the efficiency of amine transaminase catalyzed reactions using isopropylamine as an amine donor.
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.
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.
The catalytic Mitsunobu reaction: a critical analysis of the current state-of-the-art
This Review article provides a summary and critical metrics-based analysis of recently developed catalytic Mitsunobu reactions.
Indium(III) as π-acid catalyst for the electrophilic activation of carbon–carbon unsaturated systems
This review focuses on indium(III) as a π-acid for the activation of C–C unsaturated systems (alkynes, alkenes, and allenes) in organic synthesis.
Dibenzofuran-4,6-bis(oxazoline) (DBFOX). A novel trans-chelating bis(oxazoline) ligand for asymmetric reactions
The trans-chelating bis(oxazoline) ligand (R,R)-4,6-dibenzofurandiyl-2,2′-bis(4-phenyloxazoline) [(R,R)-DBFOX/Ph] coordinates metal ions to give C2-symmetric complexes which effectively catalyze a variety of asymmetric reactions.
Asymmetric iodine catalysis-mediated enantioselective oxidative transformations
The implementation of chiral iodine catalysis has tremendously been developed in the field of asymmetric synthesis over the past decade.
Development and application of chiral spirocyclic phosphoric acids in asymmetric catalysis
This review describes the synthetic methods for the preparation of chiral spirocyclic phosphoric acids (SPAs), and their dynamically developing application for catalytic enantioselective transformations.
Halo-substituted benzenesulfonyls and benzenesulfinates: convenient sources of arenes in metal-catalyzed C–C bond formation reactions for the straightforward access to halo-substituted arenes
The use of halo-substituted ArSO2R as an aryl source in metal-catalyzed C–C bond formation reactions presents several advantages, as the reaction often proceeds without cleavage of the C–halo bonds.
Chiral proton-transfer shuttle catalysts for carbene insertion reactions
The development of chiral proton-transfer shuttles provides a totally new enantiocontrol strategy for transition metal-catalyzed asymmetric carbene insertion reactions.
Recent advances in iodine mediated electrochemical oxidative cross-coupling
This review article gives an overview of the recent development of iodine mediated electrochemical oxidative coupling reactions.
Catalytic asymmetric enamine protonation reaction
Recent advances in catalytic enantioselective enamine protonation for the synthesis of optically active carbonyl compounds are summarized in this review.
Enhanced structural diversity in terpenoid biosynthesis: enzymes, substrates and cofactors
Terpenoid structural diversity is enhanced by multiproduct enzymes. Biosynthesis can be altered by switch in substrates, cofactors and pH.
Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: the dual role of sucrose
Non-hydrogen bond catalyst-mediated diastereoselective conjugate additions of 5H-oxazol-4-ones to o-hydroxyphenyl-substituted p-quinone methides
An efficient DBU-catalyzed conjugate addition of 5H-oxazol-4-ones to o-hydroxyphenyl-substituted p-quinone methides has been developed, affording the valuable diarylmethanes in high yields with excellent diastereoselectivity.
Dealkoxylation of N-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis
Supported Ni nanoparticles with phosphine ligand as efficient heterogeneous non-noble metal catalyst system for regioselective hydrosilylation of alkynes
Sequential Conia-ene-type cyclization and Negishi coupling by cooperative functions of B(C6F5)3, ZnI2, Pd(PPh3)4 and an amine
A hybrid catalyst system for sequential Conia-ene-type cyclization/Negishi coupling for union of alkynyl ketones and aryl iodides has been developed.
Iron-catalyzed radical cascade 6-endo cyclization of dienes towards fused nitrogen heterocycles initiated by an alkoxycarbonyl radical
An iron-catalyzed radical cascade cyclization of dienes initiated by an alkoxycarbonyl radical has been developed in the presence of (NH4)2S2O8, leading to a series of fused nitrogen heterocyclic compounds under relatively mild reaction conditions.
Nickel phosphide nanoalloy catalyst for the selective deoxygenation of sulfoxides to sulfides under ambient H2 pressure
A titanium-dioxide-supported nickel phosphide nanoalloy (nano-Ni2P/TiO2) functions as a highly active non-precious-metal-based heterogeneous catalyst for the selective deoxygenation of sulfoxides to sulfides under just 1 bar of H2.
Practical catalytic nitration directly with commercial nitric acid for the preparation of aliphatic nitroesters
To pursue a sustainable and efficient approach for aliphatic nitroester preparation from alcohol, europium-triflate-catalyzed nitration, which involves the direct use of commercial nitric acid, has been successfully developed.
Highly diastereoselective synthesis of 3-methylenetetrahydropyrans by palladium-catalyzed oxa-[4 + 2] cycloaddition of 2-alkenylbenzothiazoles
A highly diastereoselective synthesis of 3-methylenetetrahydropyrans via palladium-catalyzed oxa-[4 + 2] cycloaddition of 2-alkenylbenzothiazoles with allyl carbonates bearing a nucleophilic alcohol side chain is described.
Boracene-based alkylborate enabled Ni/Ir hybrid catalysis
Boracene-based alkylborate enabled visible light-mediated Ni/Ir metallaphotoredox catalysis.
Mn-Catalysed photoredox hydroxytrifluoromethylation of aliphatic alkenes using CF3SO2Na
Mn(acac)3 catalyzed photoinduced hydroxytrifluoromethylation of aliphatic alkenes with CF3SO2Na was well established.
Trisulfonamide calixarene-catalysed Michael addition to nitroalkenes
We report a Michael addition of indoles to nitroalkene derivatives enabled by hydrogen-bonding interactions between trisulfonamide (TSA) calixarene catalysts and protic solvents.
Visible-light-induced [4 + 2] cycloaddition of pentafulvenes by organic photoredox catalysis
We have developed thioxanthylium photoredox catalyzed [4 + 2] cycloaddition of pentafulvenes at room temperature under green light irradiation, which affords tetrahydrocyclopenta[b]chromenes with high regioselectivities.
BINOL derivatives-catalysed enantioselective allylboration of isatins: application to the synthesis of (R)-chimonamidine
3-Allyl-3-hydroxyoxindoles are obtained with high ee in a metal-free catalytic process from isatins. This scaffold has been converted to the natural product chimonamidine.
Photochemical benzylic radical arylation promoted by supported Pd nanostructures
We report a novel way to promote photochemical benzylic radical arylations using Pd nanostructures.
Gold-catalyzed dual C–C bond cleavage of biphenylenes bearing a pendant alkyne at ambient temperature
We report a catalytic skeletal rearrangement of biphenylenes with a pendant alkyne moiety at room temperature by a cationic gold catalyst, which involves the cleavage of two bonds: the C–C bond of biphenylene and the C(sp)–C(sp2 or sp3) bond.
Doubly vinylogous and doubly rearomative functionalization of 2-alkyl-3-furfurals
Aminocatalytic doubly vinylogous and doubly rearomative functionalization of 2-alkyl-3-furfurals is described.
Remote azidation of C(sp3)–H bonds to synthesize δ-azido sulfonamides via iron-catalyzed radical relay
A selective remote C–H azidation was developed with an iron catalyst playing dual roles as a radical initiator and terminator.
Palladium-catalyzed regioselective synthesis of B(4,5)- or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls
B(4,5)- or B(4)-Substituted o-carboranes containing α,β-unsaturated carbonyls are regioselectively synthesized through a Pd-catalyzed decarboxylation cross coupling reaction.
Palladium catalyzed asymmetric allylic alkylation of isoquinolinedione derivatives in the preparation of quaternary carbon stereocenters
A highly enantioselective allylic alkylation of isoquinolinedione derivatives under palladium catalysis was developed in the preparation of quaternary carbon stereocenters.
Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides
A nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides has been developed.
A Rh-catalyzed three-component reaction for the diastereoselective synthesis of pyrazolone derivatives with contiguous quaternary stereocenters
Efficient approach for the facile construction of polyfunctionalized pyrazolone derivatives bearing two contiguous quaternary stereocenters in good yields with high regioselectivities and excellent diastereoselectivities.
Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines
A new synthetic method toward direct C–N bond formation through saturated C–H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed.
Catalyst and solvent switched divergent C–H functionalization: oxidative annulation of N-aryl substituted quinazolin-4-amine with alkynes
Catalyst and solvent controlled ortho/peri site-selective oxidative annulation of C–H bonds of N-aryl substituted quinazolin-4-amines with internal alkynes.
The silver catalyzed direct C–H functionalization of quinones with dialkyl amides
A novel and efficient strategy for the direct C–H amidoalkylation of quinones via a radical pathway has been achieved using readily available alkyl amides and an AgNO3-TBHP catalyst system. This is the first ever example of the synthesis of novel amidoquinone derivatives.
Organocatalytic asymmetric addition of thioglycolates to o-quinone methides: a route to 5-substituted-5H-benzoxathiepine-2(3H)-ones
The first enantioselective synthesis of 5-substituted-5H-benzoxathiepine-2(3H)-ones via organocatalytic asymmetric addition of thioglycolates to o-quinone methides followed by cyclization.
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The latest articles published in Organic and Biomolecular Chemistry related to catalysis and biocatalysis research.