钯-吲哚基膦催化的芳基甲磺酸酯的日向交叉偶联反应。

Palladium-indolylphosphine-catalyzed Hiyama cross-coupling of aryl mesylates.

作者信息

So Chau Ming, Lee Hang Wai, Lau Chak Po, Kwong Fuk Yee

机构信息

Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong.

出版信息

Org Lett. 2009 Jan 15;11(2):317-20. doi: 10.1021/ol802493z.

DOI:10.1021/ol802493z

PMID:19099495

Abstract

Aryl mesylates are found to be applicable as electrophiles in organosilicon-mediated coupling reactions. The catalyst system comprising 2 mol % of Pd(OAc)(2) and CM-phos supporting ligand is highly effective in catalyzing Hiyama cross-coupling of various aryl and heteroaryl mesylates. Interesting acid additive effects show that the presence of 0.25-0.50 equiv of acetic acid efficiently suppresses the mesylate decomposition and generally promotes the coupling product yields.

摘要

芳基甲磺酸酯被发现可作为亲电试剂用于有机硅介导的偶联反应。由2摩尔%的醋酸钯（Pd(OAc)₂）和CM-膦配体组成的催化剂体系在催化各种芳基和杂芳基甲磺酸酯的日向交叉偶联反应中非常有效。有趣的酸添加剂效应表明，0.25 - 0.50当量的乙酸的存在能有效抑制甲磺酸酯的分解，并通常能提高偶联产物的产率。