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Themed collection New advances in catalytic C–C bond formation via late transition metals

33 items
Communication

Suzuki–Miyaura cross-couplings of secondary allylic boronic esters

The demonstration of a general method for cross-coupling of secondary allylic boronic esters was achieved for the first time under the same Pd-catalyzed conditions previously used for the coupling of benzylic substrates. Unlike allyl silanes, the regioselectivity of the arylation depends on the sterics and electronics of the allylic and vinylic substituents.

Graphical abstract: Suzuki–Miyaura cross-couplings of secondary allylic boronic esters
Communication

Ligand-guided pathway selection in nickel-catalyzed couplings of enals and alkynes

Simple variation of phosphine structure allows selective access to alkylative couplings or reductive cycloadditions.

Graphical abstract: Ligand-guided pathway selection in nickel-catalyzed couplings of enals and alkynes
Communication

Synthesis of chromans viaPd-catalyzed alkene carboetherification reactions

Palladium-catalyzed cross-coupling reactions between 2-(but-3-enyl)phenols and aryl or alkenyl bromides provide straightforward access to substituted chroman derivatives.

Graphical abstract: Synthesis of chromans viaPd-catalyzed alkene carboetherification reactions
Communication

Two-stage optimization of a supramolecular catalyst for catalytic asymmetric hydroboration

Systematic changes, first to the catalyst scaffold and then to the ligating groups, are successfully used to fine tune supramolecular catalyst structures.

Graphical abstract: Two-stage optimization of a supramolecular catalyst for catalytic asymmetric hydroboration
Communication

Selective formation of angular tricyclic compounds by ruthenium-mediated ring-rearrangement metathesis

Angular tricyclic compounds with a variety of ring-sizes were produced by ring-rearrangement metathesis, sometimes with a high degree of selectivity.

Graphical abstract: Selective formation of angular tricyclic compounds by ruthenium-mediated ring-rearrangement metathesis
Communication

Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides

A protocol based on a Pd(OAc)2/SPhos catalyst system for the Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides that minimizes protodeboronation is described.

Graphical abstract: Suzuki-Miyaura coupling of heteroaryl boronic acids and vinyl chlorides
Communication

Regioselective C–H bond functionalizations of acridines using organozinc reagents

Regioselective C–H bond arylation and alkylation of acridines using organozinc reagents are described.

Graphical abstract: Regioselective C–H bond functionalizations of acridines using organozinc reagents
Communication

Synthesis of 1,2,3-triazole-fused heterocycles viaPd-catalyzed cyclization of 5-iodotriazoles

A concise synthesis of fused 1,2,3-triazoles is described, featuring a palladium-catalyzed intramolecular Heck or direct arylation reaction.

Graphical abstract: Synthesis of 1,2,3-triazole-fused heterocycles viaPd-catalyzed cyclization of 5-iodotriazoles
Communication

Decarboxylative benzylation and arylation of nitriles

Decarboxylative coupling of benzylic and heterobenzylic esters results in either benzylation or arylation of nitrile-stabilized anions.

Graphical abstract: Decarboxylative benzylation and arylation of nitriles
Communication

Synthesis of diaryl ketonesvia a phosphine-free Fukuyama reaction

An efficient method to form unsymmetrical diaryl ketones via Fukuyama cross-coupling reactions with low loadings of Pd(dba)2 has been developed.

Graphical abstract: Synthesis of diaryl ketonesvia a phosphine-free Fukuyama reaction
Communication

Rhodium(III)-catalyzed oxidative carbonylation of benzamides with carbon monoxide

A mild Rh-catalyzed carbonylative coupling of benzamides to form phthalimides has been developed.

Graphical abstract: Rhodium(iii)-catalyzed oxidative carbonylation of benzamides with carbon monoxide
Communication

Pyridine synthesis from oximes and alkynesviarhodium(III) catalysis: Cp* and Cpt provide complementary selectivity

The use of sterically different ligands in the synthesis of pyridines from oximes and alkynes allows for complementary selectivities to be achieved.

Graphical abstract: Pyridine synthesis from oximes and alkynesviarhodium(iii) catalysis: Cp* and Cpt provide complementary selectivity
Communication

Regiocontrolled aerobic oxidative coupling of indoles and benzene using Pd catalysts with 4,5-diazafluorene ligands

Diazafluorene-derived ligands enable regiocontrolled Pd-catalyzed oxidative coupling of indoles and benzene to proceed with O2 as the oxidant.

Graphical abstract: Regiocontrolled aerobic oxidative coupling of indoles and benzene using Pd catalysts with 4,5-diazafluorene ligands
Communication

Cobalt-catalyzed conjugate addition of silylacetylenes to α,β-unsaturated ketones

Catalytic addition of silylacetylenes to α,β-unsaturated ketones proceeded in the presence of a cobalt complex coordinated with a bisphosphine ligand to give high yields of β-alkynylketones.

Graphical abstract: Cobalt-catalyzed conjugate addition of silylacetylenes to α,β-unsaturated ketones
Communication

Catalytic enantioselective Grignard Nozaki–Hiyama methallylation from the alcohol oxidation level: chloride compensates for π-complex instability

Methallyl chloride serves as an efficient allyl donor in highly enantioselective Grignard Nozaki–Hiyama methallylations from the alcohol or aldehyde oxidation level via iridium catalyzed transfer hydrogenation. Under identical conditions, methallyl acetate does not react efficiently.

Graphical abstract: Catalytic enantioselective Grignard Nozaki–Hiyama methallylation from the alcohol oxidation level: chloride compensates for π-complex instability
Communication

Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol

An atom-economical, purification free method for the synthesis of tricyclic sultams has been developed utilizing a facilitated ring-opening metathesis polymerization (ROMP) protocol.

Graphical abstract: Synthesis of epoxybenzo[d]isothiazole 1,1-dioxides via a reductive-Heck, metathesis-sequestration protocol
Communication

Gold-catalysed alkenyl- and arylsilylation reactions forming 1-silaindenes

In the presence of gold(I)–phosphine catalysts, alkenyl- and arylsilanes undergo intramolecular cyclisation reactions onto appendant alkyne moieties to afford 1-silaindene derivatives. The reaction pathways vary depending on the substituent on silicon.

Graphical abstract: Gold-catalysed alkenyl- and arylsilylation reactions forming 1-silaindenes
Communication

Control of selectivity in the generation and reactions of oxonium ylides

trans-6-Aryl-4-keto-2-pyranyl-diazoacetoacetates undergo the [1,2]-Stevens rearrangement in a controllable conformation-dependent process.

Graphical abstract: Control of selectivity in the generation and reactions of oxonium ylides
Communication

Efficient palladium-catalyzed N-arylation of a sulfoximine with aryl chlorides

Aryl chlorides are useful substrates for the palladium-catalyzed N-arylation of a sulfoximine when RuPhos is used as a ligand.

Graphical abstract: Efficient palladium-catalyzed N-arylation of a sulfoximine with aryl chlorides
Communication

Au-catalyzed synthesis of 2-alkylindoles from N-arylhydroxylamines and terminal alkynes

2-Alkylindoles are prepared regiospecifically in a gold-catalyzed bimolecular process under exceedingly mild reaction conditions.

Graphical abstract: Au-catalyzed synthesis of 2-alkylindoles from N-arylhydroxylamines and terminal alkynes
Communication

Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: striking influence of the borane

Subtle differences in borane structure strongly influence the efficiency of catalytic asymmetric hydroboration with β,γ-unsaturated Weinreb amide substrates.

Graphical abstract: Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: striking influence of the borane
Communication

A highly active and selective palladium pincer catalyst for the formation of α-aryl ketonesvia cross-coupling

The air and moisture stable Pd complex [t-BuPhebox-Me2]PdBr is capable of efficiently promoting α-monoarylation of ketones with numerous aryl bromides in 1 h at 70 °C with 82–99% yields.

Graphical abstract: A highly active and selective palladium pincer catalyst for the formation of α-aryl ketonesvia cross-coupling
Communication

Solvent controlled mechanistic dichotomy in a Au(III)-catalyzed, heterocyclization triggered, Nazarov reaction

Tandem Au(III)-catalyzed heterocyclization/Nazarov cyclizations leading to substituted carbocycle fused furans are described. An interesting dichotomy of reaction pathways as a function of solvent, confirmed by the isolation and trapping of reaction intermediates, provided a basis for computational studies that supported the experimental findings.

Graphical abstract: Solvent controlled mechanistic dichotomy in a Au(iii)-catalyzed, heterocyclization triggered, Nazarov reaction
Communication

Pd(II)-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates under mild conditions

A novel Pd-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates has been realized under mild reaction conditions.

Graphical abstract: Pd(ii)-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates under mild conditions
Communication

Pd(0)/Au(I) redox incompatibilities as revealed by Pd-catalyzed homo-coupling of arylgold(I)-complexes

A Pd(0)/Au(I) redox-driven palladium catalyzed homo-coupling of gold–aryl complexes illustrates potential redox incompatibilities of both metals for the development of Pd/Au dual catalysis.

Graphical abstract: Pd(0)/Au(i) redox incompatibilities as revealed by Pd-catalyzed homo-coupling of arylgold(i)-complexes
Communication

Increasing synthetic efficiency via direct C–H functionalization: formal synthesis of an inhibitor of botulinum neurotoxin

A new synthesis of an inhibitor of botulinum neurotoxin is reported which involves the formal activation of three C–H bonds.

Graphical abstract: Increasing synthetic efficiency via direct C–H functionalization: formal synthesis of an inhibitor of botulinum neurotoxin
Communication

Highly efficient desymmetrisation of a tricarbonylchromium 1,4-dibromonaphthalene complex by asymmetric Suzuki–Miyaura coupling

An efficient protocol is described for the desymmetrisation of a prochiral complex by catalytic desymmetrisation via an asymmetric Suzuki–Miyaura coupling reaction, using a bulky chiral palladium catalyst.

Graphical abstract: Highly efficient desymmetrisation of a tricarbonylchromium 1,4-dibromonaphthalene complex by asymmetric Suzuki–Miyaura coupling
Communication

Nickel-catalyzed intermolecular codimerization of acrylates and alkynes

The codimerization of acrylates and alkynes to produce 1,3-dienes is demonstrated using a nickel catalyst in association with 2-aminopyridine.

Graphical abstract: Nickel-catalyzed intermolecular codimerization of acrylates and alkynes
Communication

Room-temperature nickel-catalysed cross-couplings of aryl chlorides with arylzincs

P,N,O-chelate nickel complexes efficiently catalyse the cross-coupling reaction of arylzinc reagents with aryl chlorides at room temperature with low catalyst loading.

Graphical abstract: Room-temperature nickel-catalysed cross-couplings of aryl chlorides with arylzincs
Communication

Gold(I)-catalysed synthesis of conjugated trienes

Gold(I)-catalysed reaction between cyclopropenes and furans produces functionalised conjugated trienes.

Graphical abstract: Gold(i)-catalysed synthesis of conjugated trienes
Communication

Preparation of benzolactams by Pd(II)-catalyzed carbonylation of N-unprotected arylethylamines

An unprecedented NH2-directed Pd(II)-catalytic carbonylation of quaternary N-unprotected arylethylamines to yield selectively 6-membered benzolactams has been developed.

Graphical abstract: Preparation of benzolactams by Pd(ii)-catalyzed carbonylation of N-unprotected arylethylamines
Communication

Acetoxypalladation of unactivated alkynes and capture with alkenes to give 1-acetoxy-1,3-dienes taking dioxygen as terminal oxidant

A general protocol for the synthesis of 1-acetoxy-1,3-dienes from alkynes and alkenes by an acetoxypalladation/Heck cross-coupling/β-H elimination tandem process is described.

Graphical abstract: Acetoxypalladation of unactivated alkynes and capture with alkenes to give 1-acetoxy-1,3-dienes taking dioxygen as terminal oxidant
Communication

Nickel-catalysed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates

Nickel-catalysed cross-coupling reactions of aryl(trialkyl)silanes with aryl chlorides and tosylates are described.

Graphical abstract: Nickel-catalysed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates
33 items

About this collection

The invited, peer-reviewed articles in this web themed issue highlight cutting-edge contributions by international leaders and celebrate current achievements and future perspectives in this exciting field of research.

The guest editor of this issue is Michael Krische (University of Texas at Austin).

Articles in this web themed issue will be added to the list below as soon as possible, after they are published. Please return to this page frequently to see this collection grow.

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