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铜(I)催化的 C-S 偶联/C-H 官能化串联转化反应,简便合成 2-(苯硫基)苯酚。

Facile synthesis of 2-(phenylthio)phenols by copper(I)-catalyzed tandem transformation of C-S coupling/C-H functionalization.

机构信息

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, PR China.

出版信息

J Am Chem Soc. 2010 Nov 10;132(44):15531-3. doi: 10.1021/ja107758d.

Abstract

2-(Phenylthio)phenols were successfully synthesized from simple phenols and aromatic halides by using dimethyl sulfoxide as the oxidant. The transformation was accomplished via tandem copper(I)-catalyzed C-S coupling/C-H functionalization employing the CuI/L [L = (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one] catalyst system. The mechanism of the reaction was elucidated based on an isotope labeling strategy.

摘要

2-(苯硫基)苯酚可通过简单的酚类化合物和芳基卤化物在二甲亚砜作为氧化剂的条件下成功合成。该转化通过串联的铜(I)催化 C-S 偶联/C-H 官能化反应实现,采用 CuI/L [L = (E)-3-(二甲氨基)-1-(2-羟基苯基)丙烯-2-酮]催化剂体系。反应的机理是基于同位素标记策略来阐明的。

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