Mechanistic development and recent applications of the Chan–Lam amination

MJ West, JWB Fyfe, JC Vantourout… - Chemical …, 2019 - ACS Publications
Transition metal-mediated formation of C–N bonds is an essential synthetic methodology.
The discovery of the Chan–Lam amination provided a C–N bond forming process that was …

A review on the latest progress of Chan‐Lam coupling reaction

JQ Chen, JH Li, ZB Dong - Advanced Synthesis & Catalysis, 2020 - Wiley Online Library
Chan‐Lam reactions hold promise as one of the most efficient synthetic methods to construct
various carbon‐heteroatom or carbon‐carbon bonds. Recently, a series of Chan‐Lam …

Aerobic copper-catalyzed organic reactions

SE Allen, RR Walvoord, R Padilla-Salinas… - Chemical …, 2013 - ACS Publications
The chemistry of copper is extremely rich because it can easily access Cu0, CuI, CuII, and
CuIII oxidation states allowing it to act through one-electron or two-electron processes. As a …

Spectroscopic studies of the Chan–Lam amination: A mechanism-inspired solution to boronic ester reactivity

JC Vantourout, HN Miras, A Isidro-Llobet… - Journal of the …, 2017 - ACS Publications
We report an investigation of the Chan–Lam amination reaction. A combination of
spectroscopy, computational modeling, and crystallography has identified the structures of …

Modern Synthetic Methods for Copper‐Mediated C (aryl) O, C (aryl) N, and C (aryl) S Bond Formation

SV Ley, AW Thomas - Angewandte Chemie International …, 2003 - Wiley Online Library
The copper‐mediated C (aryl) N, C (aryl) O, and C (aryl) S bond formation is an
important transformation and has been developed to include a wide range of substrates …

Copper-promoted carbon-heteroatom bond cross-coupling with boronic acids and derivatives

JX Qiao, PYS Lam - Synthesis, 2011 - thieme-connect.com
The discovery of the copper-promoted Chan-Lam coupling reaction with boronic acids more
than ten years ago has greatly advanced the carbon-heteroatom cross-coupling chemistry …

Copper-mediated oxidative trifluoromethylation of boronic acids

L Chu, FL Qing - Organic Letters, 2010 - ACS Publications
A copper-mediated oxidative cross-coupling of aryl-and alkenylboronic acids with
(trifluoromethyl) trimethylsilane (Me3SiCF3) under mild conditions has been developed. This …

Mechanistic study of copper-catalyzed aerobic oxidative coupling of arylboronic esters and methanol: Insights into an organometallic oxidase reaction

AE King, TC Brunold, SS Stahl - Journal of the American Chemical …, 2009 - ACS Publications
Copper-catalyzed aerobic oxidative coupling of arylboronic acid derivatives and heteroatom
nucleophiles is a highly useful method for the formation of aryl-heteroatom bonds …

Transmetalation of unsaturated carbon nucleophiles from boron-containing species to the mid to late d-block metals of relevance to catalytic C− X coupling reactions …

DV Partyka - Chemical Reviews, 2011 - ACS Publications
Though often perceived as the simple metaphorical hybrid of synthetic inorganic and
organic chemistry, synthetic organometallic chemistry continues to vigorously differentiate …

Chan–Lam coupling reactions: synthesis of heterocycles

KS Rao, TS Wu - Tetrahedron, 2012 - Elsevier
Nitrogen-containing heterocyclic compounds are worthy of attention for several reasons,
especially for their biological activities, which have led to the development of numerous …