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 …

Metal-catalyzed reactions for the C (sp2)–N bond formation: Achievements of recent years

IP Beletskaya, AD Averin - Russian Chemical Reviews, 2021 - iopscience.iop.org
The review deals with the main catalytic methods for the C (sp 2)–N bond formation,
including Buchwald–Hartwig palladium-catalyzed amination of aryl and heteroaryl halides …

Advances in carbon–element bond construction under Chan–Lam cross-coupling conditions: a second decade

A Vijayan, DN Rao, KV Radhakrishnan, PYS Lam… - …, 2021 - thieme-connect.com
Copper-mediated carbon–heteroatom bond-forming reactions involving a wide range of
substrates have been in the spotlight for many organic chemists. This review highlights …

Copper(I)‐Catalyzed Regioselective Chan‐Lam N2‐Vinylation of 1,2,3‐Triazoles and Tetrazoles

V Motornov, GV Latyshev… - Advanced Synthesis …, 2019 - Wiley Online Library
Copper‐catalyzed coupling of π‐deficient NH‐azoles with vinylboronic acids or
vinyltrifluoroborate salt provides a direct route to N2‐vinyl‐1, 2, 3‐triazoles and N2 …

Base Modifications of Nucleosides via the Use of Peptide‐Coupling Agents, and Beyond

MK Lakshman - The Chemical Record, 2023 - Wiley Online Library
Several naturally occurring purine and pyrimidine nucleosides contain an amide linkage as
part of the heterocyclic aglycone. Enolization of the amide and conversion to leaving groups …

Visible Light Promoted Chan‐Lam Reaction and Cycloaddition to Prepare Chromeno [4, 3‐c] isoxazolidines in One‐Pot Reaction

J Zhao, BQ Huang, BC Zhu, XP Ma… - Advanced Synthesis & …, 2021 - Wiley Online Library
Abstract A variety of chromeno [4, 3‐c] isoxazolidines were prepared in good yields through
visible light promoted Chan‐Lam reaction and [3+ 2] cycloaddition cascade reaction in one …

Copper-catalyzed tri-or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo [2, 3-a] carbazoles

HY Bi, CJ Li, C Wei, C Liang, DL Mo - Green Chemistry, 2020 - pubs.rsc.org
We describe a cascade strategy for tri-or tetrafunctionalization of alkenylboronic acids to
prepare diverse tetrahydrocarbazol-1-ones and indolo [2, 3-a] carbazoles in good yields …

Regio‐and Stereoselective Chan‐Lam‐Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines

L Steemers, L Wijsman… - Advanced Synthesis & …, 2018 - Wiley Online Library
Efficient and scalable Cu (II)‐mediated enol esterification methodology of carboxylic acids
from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in …

Copper‐Catalyzed Chan‐Lam Reaction and Sequential [2, 3]‐Rearrangement to Prepare α‐Benzotriazinium Ketones

JY Gao, MY Wei, XJ Wei, HY Bi, C Liang… - Advanced Synthesis …, 2024 - Wiley Online Library
A variety of α‐benzotriazinium ketones were prepared in 38%–89% yields through a copper
(II)‐catalyzed Chan‐Lam reaction and [2, 3]‐rearrangement in a one pot reaction open to air …

Recent Developments in Arylation of N-Nucleophiles via Chan-Lam Reaction: Updates from 2012 Onwards

F Abedinifar, M Mahdavi, E Rezaei… - Current Organic …, 2022 - benthamdirect.com
''Chan-Evans-Lam''(CEL) reaction is the copper-mediated cross-coupling of N-nucleophiles
with boronic acids that was independently reported in 1998 by Chan, Evans, and Lam for the …