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钯和镍催化的带有相对酸性质子的不饱和卤化物与有机锌试剂的交叉偶联反应。

Palladium- and nickel-catalyzed cross-couplings of unsaturated halides bearing relatively acidic protons with organozinc reagents.

作者信息

Manolikakes Georg, Muñoz Hernandez Carmen, Schade Matthias A, Metzger Albrecht, Knochel Paul

机构信息

Department Chemie and Biochemie, Ludwig-Maximilians-Universität, Butenandtstr. 5-13, 81377 Munich, Germany.

出版信息

J Org Chem. 2008 Nov 7;73(21):8422-36. doi: 10.1021/jo8015852. Epub 2008 Oct 4.

DOI:10.1021/jo8015852
PMID:18834176
Abstract

A wide range of polyfunctional aryl, heteroaryl, alkyl, and benzylic zinc reagents were coupled with unsaturated aryl halides bearing an acidic NH or OH proton, using Pd(OAc)2 (1 mol %) and S-Phos (2 mol %) as catalyst without the need of protecting groups. A similar nickel-catalyzed reaction is described. The relative kinetic basicity of organozinc compounds as well as their stability toward acidic protons is also described.

摘要

使用Pd(OAc)₂(1 mol%)和S-Phos(2 mol%)作为催化剂,无需保护基团,一系列多官能芳基、杂芳基、烷基和苄基锌试剂与带有酸性NH或OH质子的不饱和芳基卤化物发生偶联反应。还描述了类似的镍催化反应。同时也描述了有机锌化合物的相对动力学碱性及其对酸性质子的稳定性。

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