Synthetic applications and methodology development of Chan–Lam coupling: a review

Copper-catalyzed oxidative trifluoroethoxylation of aryl boronic acids with CF 3 CH 2 OH

(2017) Ke Zhang et al.   JOURNAL OF FLUORINE CHEMISTRY

Cu(II) salen complex with propylene linkage: An efficient catalyst in the formation of C X bonds (X = N, O, S) and biological investigations

(2017) Mohammad Azam et al.   JOURNAL OF MOLECULAR STRUCTURE

Copper-Catalyzed Selective N-Vinylation of 3-(Hydroxyimino)indolin-2-ones with Alkenyl Boronic Acids: Synthesis of N-Vinyl Nitrones and Spirooxindoles

(2017) Chun-Hua Chen et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper Catalyzed C–N Cross-Coupling Reaction of Aryl Boronic Acids at Room Temperature through Chelation Assistance

(2017) Harekrishna Sahoo et al.   JOURNAL OF ORGANIC CHEMISTRY

Site-Selective, Copper-Mediated O-Arylation of Carbohydrate Derivatives

(2017) Victoria Dimakos et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Spectroscopic Studies of the Chan–Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity

(2017) Julien C. Vantourout et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Preparation of a porous aromatic framework via the Chan-Lam reaction: a coating for solid-phase microextraction of antioxidants and preservatives

(2017) Huihua Guo et al.   MICROCHIMICA ACTA

Cu(II) complex of pyridine-based polydentate as a novel, efficient, and highly reusable catalyst in C–N bond-forming reaction

(2017) Hashem Sharghi et al.   MOLECULAR DIVERSITY

Construction of 1-Heteroaryl-3-azabicyclo[3.1.0]hexanes by sp3–sp2 Suzuki–Miyaura and Chan–Evans–Lam Coupling Reactions of Tertiary Trifluoroborates

(2017) Michael R. Harris et al.   ORGANIC LETTERS

Sulfonato-diketimine Copper(II) Complexes: Synthesis and Application as Catalysts in Chan–Evans–Lam Couplings

(2017) Valérie Hardouin Duparc et al.   ORGANOMETALLICS

Base-assisted, copper-catalyzed N-arylation of (benz)imidazoles and amines with diarylborinic acids

(2017) Changwei Guan et al.   TETRAHEDRON

Synthesis of α-oxygenated ketones and substituted catechols via the rearrangement of N -enoxy- and N -aryloxyphthalimides

(2017) Michelle A. Kroc et al.   TETRAHEDRON

The Chan-Evans-Lam N -arylation of phosphonic/phosphinic amides

(2017) Yuqin Xu et al.   TETRAHEDRON

Copper(II)-mediated o-arylation of 3-hydroxy-2-oxindoles with boronic acids at room temperature

(2017) Weijian Li et al.   TETRAHEDRON LETTERS

Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters

(2016) Luis M. Mori-Quiroz et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of Biaryl Ethers by the Copper-Catalyzed Chan–Evans–Lam Etherification from Benzylic Amine Boronate Esters

(2016) Justin S. Marcum et al.   JOURNAL OF ORGANIC CHEMISTRY

Chan–Evans–Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem

(2016) Julien C. Vantourout et al.   JOURNAL OF ORGANIC CHEMISTRY

Chemoselectivity and the Chan–Lam Coupling Reaction: Adding Amino Acids to Polymer-Coated Microelectrode Arrays

(2016) Matthew D. Graaf et al.   JOURNAL OF ORGANIC CHEMISTRY

The Chan–Evans–Lam N-Arylation of 2-Imidazolines

(2016) Dmitry Dar’in et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper-Catalyzed Imino C–N Bond Formation with Aryl Boronic Acids under Aerobic Conditions

(2016) A. Kumar et al.   SYNLETT

Copper(I) iodide–catalyzed amidation of phenylboronic acids/aryl bromides using 4-dimethylaminopyridine as ligand

(2016) Mohan Lakshmi Punna Rao Alapati et al.   SYNTHETIC COMMUNICATIONS

A highly efficient heterogeneous copper-catalyzed Chan-Lam coupling between thiols and arylboronic acids leading to diaryl sulfides under mild conditions

(2016) Yang Lin et al.   TETRAHEDRON

Chan–Lam cross-coupling reactions promoted by anionic copper(I)/iodide species with cationic methyl-((pyridinyl)-pyrazolyl)pyridin-1-ium

(2016) Jiang-Yan Xue et al.   TETRAHEDRON

The solid copper-mediated C–N cross-coupling of phenylboronic acids under continuous flow conditions

(2016) Jennifer Bao et al.   TETRAHEDRON LETTERS

Copper-CatalyzedN-Arylation of Tautomerizable Heterocycles with Boronic Acids and Its Application to Synthesis of Oxygenated Carbazoles

(2016) Karampoori Anil Kumar  et al.   ChemistrySelect

A porous metal–organic framework as active catalyst for multiple C–N/C–C bond formation reactions

(2015) Bin Wang et al.   INORGANIC CHEMISTRY COMMUNICATIONS

Selective Formation of ortho-Aminobenzylamines by the Copper-Catalyzed Amination of Benzylamine Boronate Esters

(2015) Kathryn A. McGarry et al.   JOURNAL OF ORGANIC CHEMISTRY

Aerobic Copper-Catalyzed O-Methylation with Methylboronic Acid

(2015) Clare E. Jacobson et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper-Catalyzed Inter- and Intramolecular C–N Bond Formation: Synthesis of Benzimidazole-Fused Heterocycles

(2015) Sk. Rasheed et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Synthesis of Verruculogen and Fumitremorgin A Enabled by Ligand-Controlled C–H Borylation

(2015) Yu Feng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Convenient copper-mediated Chan–Lam coupling of 2-aminopyridine: facile synthesis of N-arylpyridin-2-amines

(2015) Jianbin Chen et al.   TETRAHEDRON LETTERS

Copper-mediated N-arylation of methyl 2-aminothiophene-3-carboxylate with organoboron reagents

(2015) Komal Rizwan et al.   TETRAHEDRON LETTERS

N -(Pyridin-2-yl)benzamide: efficient ligand for the nickel catalyzed Chan–Lam cross-coupling reaction

(2015) Srinivas Keesara   TETRAHEDRON LETTERS

Facile synthesis of trifluoroethyl aryl ethers through copper-catalyzed coupling of CF3CH2OH with aryl- and heteroaryl boronic acids

(2015) Ruixin Wang et al.   TETRAHEDRON LETTERS

Synthesis and development of Chitosan anchored copper(II) Schiff base complexes as heterogeneous catalysts for N-arylation of amines

(2015) Anuradha et al.   TETRAHEDRON LETTERS

Coupling of Boronic Acids with Amines in the Presence of a Supported Copper Catalyst

(2014) Nóra Debreczeni et al.   CATALYSIS LETTERS

Triazine-Based Mesoporous Covalent Imine Polymers as Solid Supports for Copper-Mediated Chan-Lam Cross-Coupling N-Arylation Reactions

(2014) Pillaiyar Puthiaraj et al.   CHEMISTRY-A EUROPEAN JOURNAL

The Development of Copper-Catalyzed Aerobic Oxidative Coupling of H-Tetrazoles with Boronic Acids and an Insight into the Reaction Mechanism

(2014) Chao-You Liu et al.   CHEMISTRY-A EUROPEAN JOURNAL

Ligand- and Base-Free CuII-Mediated SelectiveS-Arylation of α-Enolic Dithioesters by Chan-Lam Coupling at Room Temperature

(2014) Suvajit Koley et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Nickel(II) thiolates derived from transmetallation reaction of [Zn(Tab)4](PF6)2 with Ni(II) ions and their catalytic activity toward the CN coupling reactions

(2014) Jing Shi et al.   INORGANIC CHEMISTRY COMMUNICATIONS

A highly active reusable polymer anchored copper catalyst for C-O, C-N and C-S cross coupling reactions

(2014) Sk.Manirul Islam et al.   JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL

One-Pot Approach to 1,2-Disubstituted Indoles via Cu(II)-Catalyzed Coupling/Cyclization under Aerobic Conditions and Its Application for the Synthesis of Polycyclic Indoles

(2014) Jilong Gao et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper(II)-Mediated O-Arylation of Protected Serines and Threonines

(2014) Mirna El Khatib et al.   ORGANIC LETTERS

Copper-Catalyzed Chan–Lam Coupling between Sulfonyl Azides and Boronic Acids at Room Temperature

(2014) Soo-Yeon Moon et al.   ORGANIC LETTERS

Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride

(2014) Boguslaw Mudryk et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Copper-Catalyzed N-Arylation of Sulfonamides with Boronic Acids in Water under Ligand-Free and Aerobic Conditions

(2014) Mahmoud Nasrollahzadeh et al.   SYNLETT

Cu(OAc)2 promoted Chan–Evans–Lam C–N cross coupling reactions on the N- and N′-nitrogen atoms of sulfonimidamides with aryl boronic acids

(2014) Ganesh C. Nandi et al.   TETRAHEDRON

Functionalization of silica surface using Chan–Lam coupling

(2014) George Appiah-Kubi et al.   TETRAHEDRON LETTERS

Synthesis of novel 9-aryl and heteroarylpurine derivatives via copper mediated coupling reaction

(2014) Laurence Morellato et al.   TETRAHEDRON LETTERS

Copper-mediated synthesis of mono- and dichlorinated diaryl ethers

(2014) Jan K. Čermák et al.   TETRAHEDRON LETTERS

Open-air N-arylation of N–H heterocycles with arylboronic acids catalyzed by copper(II) Schiff base complexes

(2014) S. M. Islam et al.   TRANSITION METAL CHEMISTRY

Synthesis and biological evaluation of novel 1,6-diaryl pyridin-2(1H)-one analogs

(2013) Taijie Chen et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Synthesis, characterization and catalytic application of some novel binuclear transition metal complexes of bis-(2-acetylthiophene) oxaloyldihydrazone for CN bond formation

(2013) Divya Pratap Singh et al.   JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL

Synthesis and in vitro cytotoxic evaluation of novel -(3,4,5-trimethoxyphenyl)pyridin-2( )-one derivatives

(2013) Taijie Chen et al.   MOLECULAR DIVERSITY

Copper-Catalyzed N- and O-Alkylation of Amines and Phenols using Alkylborane Reagents

(2013) Shunsuke Sueki et al.   ORGANIC LETTERS

Selective Formation of Secondary Amides via the Copper-Catalyzed Cross-Coupling of Alkylboronic Acids with Primary Amides

(2013) Steven A. Rossi et al.   ORGANIC LETTERS

Preparation of α-Imino Aldehydes by [1,3]-Rearrangements of O-Alkenyl Oximes

(2013) Dimitra Kontokosta et al.   ORGANIC LETTERS

Copper-Catalyzed C–N Cross-Coupling of Sulfondiimines with Boronic Acids

(2013) Rebekka Anna Bohmann et al.   ORGANIC LETTERS

Copper-Catalyzed Nondecarboxylative Cross Coupling of Alkenyltrifluoroborate Salts with Carboxylic Acids or Carboxylates: Synthesis of Enol Esters

(2013) Fang Huang et al.   ORGANIC LETTERS

Synthesis of Aryl Thiocyanates via Copper-Catalyzed Aerobic Oxidative Cross-Coupling between Arylboronic Acids and KSCN

(2013) Xinquan Hu et al.   SYNLETT

A Microwave-Assisted Three-Component Synthesis of Arylaminomethyl ­Acetylenes: A Facile Access to Terminal Alkynes

(2013) Yubo Jiang et al.   SYNLETT

Visible-Light-Triggered Oxidative C–H Aryloxylation of Phenolic Amidines; Photocatalytic Preparation of 2-Aminobenzoxazoles

(2013) Vishnu Srivastava et al.   SYNLETT

Cu-mediated selective O-arylation on C-6 substituted pyridin-2-ones

(2013) Taijie Chen et al.   TETRAHEDRON LETTERS

Copper-Catalyzed Aerobic Oxidative Amination of Arylboronic Acid with Aminal under Base-Free Conditions

(2013) Yanping Zhou et al.   TETRAHEDRON LETTERS

Ligand-free C–N bond formation in aqueous medium using a reusable Cu–Mn bimetallic catalyst

(2013) Sanghapal D. Sawant et al.   TETRAHEDRON LETTERS

Unique copper–salen complex: an efficient catalyst for N-arylations of anilines and imidazoles at room temperature

(2013) Ankur Gogoi et al.   TETRAHEDRON LETTERS

A mild and efficient copper-catalyzed N-arylation of unprotected sulfonimidamides using boronic acids

(2013) S.R.K. Battula et al.   TETRAHEDRON LETTERS

Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (Perampanel): A Novel, Noncompetitive α-Amino-3-hydroxy-5-methyl-4-isoxazolepropanoic Acid (AMPA) Receptor Antagonist

(2012) Shigeki Hibi et al.   JOURNAL OF MEDICINAL CHEMISTRY

Nickel-Mediated N-Arylation with Arylboronic Acids: An Avenue to Chan–Lam Coupling

(2012) Dushyant Singh Raghuvanshi et al.   ORGANIC LETTERS

Expedient Synthesis of Biologically Potent Aryloxycoumarins and (Aryloxyimino)ethylcoumarins via Copper(II)-Promoted Chan–Lam Coupling Reaction

(2012) Arunima Medda et al.   SYNTHETIC COMMUNICATIONS

Efficient use of a surfactant for copper-catalyzed coupling reaction of arylboronic acids with imidazoles in water

(2012) Kiyofumi Inamoto et al.   TETRAHEDRON

Selective copper-promoted cross-coupling reaction of anilines and alkylboranes

(2011) Leticia Naya et al.   TETRAHEDRON LETTERS