ChemInform Abstract: Practical Copper‐Catalyzed N‐Arylation of Amine with 20% Aqueous Solution of n‐Bu₄NOH.

Abstract

Practical Copper-Catalyzed N-Arylation of Amine with 20% Aqueous Solution of n-Bu4NOH. -Optimized conditions are developed for the reaction with phenylboronic acid. Bu4NOH as a base solvent plays the role of a phase-transfer catalyst. -(MOLAEI, H.; GHANBARI*, M. M.; Chin. Chem. Lett. 23 (2012) 3, 301-304, http://dx.

Chan–Evans–Lam Couplings with Copper Iminoarylsulfonate Complexes: Scope and Mechanism

“…Earlyand even currentwork on CEL couplings thus report optimized reaction conditions which differ strongly even for closely related substrates such as amines, 17 anilines, 18 tetrazoles, 19,20 aminopyridines, 21 and aminophenols. 22 In these optimized reaction protocols, water typically needs to be removed 5,23 (when it is not beneficial 24−26 base is essential 27 (or unnecessary 17,28−32 ), solvent dependence is strong, but completely empirical, and copper sources with acetate or triflate anions work best, 15,33 with the exception of those cases where they do not. 20,34,35 Only lately have more general protocols for CEL couplings of N-nucleophiles emerged.…”

Cu‐Catalyzed Chan–Evans–Lam Coupling Reactions of 2‐Nitroimidazole with Aryl Boronic Acids: An Effort toward New Bioactive Agents against S. pneumoniae

“…[29,30] Similar to the Ullmann coupling, it was thought that the stability of the copper(I) species in solution is the main contributor to reactivity, but this is made difficult in part by the instability of copper(I) under typical atmospheric conditions. [30] Copper(II)-catalyzed or copper(II)/cobalt(II) co-catalyzed CÀ N cross-coupling of 1H-pyrrole and phenylboronic acid have been reported by Batey, [31] Ghanbari, [32] Aberi, [33] and Allahresani [34] as shown in Scheme 1a.…”