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使用简单的多相催化剂实现苯并[b]噻吩的完全区域选择性直接 C-H 官能化。

Completely regioselective direct C-H functionalization of benzo[b]thiophenes using a simple heterogeneous catalyst.

机构信息

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany.

出版信息

J Am Chem Soc. 2013 May 22;135(20):7450-3. doi: 10.1021/ja403130g. Epub 2013 May 13.

DOI:10.1021/ja403130g
PMID:23647450
Abstract

The first completely selective C3 C-H arylation of benzo[b]thiophenes is reported, demonstrating previously unexploited reactivity of palladium. Benzo[b]thiophenes are coupled with readily available aryl chlorides using a ligand-free, dual catalytic system of heterogeneous Pd/C and CuCl. The reaction is operationally simple and insensitive to air and moisture, and it provides valuable products with complete selectivity. Significant investigations into the nature of the active catalytic species and mechanistic considerations are discussed.

摘要

首次报道了苯并[b]噻吩的完全选择性 C3 C-H 芳基化反应,展示了钯的以前未被开发的反应性。使用非均相 Pd/C 和 CuCl 的双催化体系,苯并[b]噻吩与易得的芳基氯偶联。该反应操作简单,对空气和水分不敏感,并提供具有完全选择性的有价值产物。对活性催化物种的性质和机理考虑进行了大量研究。

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