Wang Dawei, Yu Xin, Yao Wei, Hu Wenkang, Ge Chenyang, Shi Xiaodong
The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, 214122, China.
Department of Chemistry, University of South Florida, Tampa, FL, 33620, USA.
Chemistry. 2016 Apr 11;22(16):5543-6. doi: 10.1002/chem.201600597. Epub 2016 Mar 9.
Copper-catalyzed thiophenol C-H activation is described. Through an initial attempt to conduct C-arylation with arylboronic acid, a rather surprising sequential C-H activation and S-arylation was discovered. Mechanistic investigation revealed the disulfide intermediate as the key component in directing C-H oxidation. The overall reaction proceeded under mild conditions with molecular oxygen as the oxidant. Discovery of disulfide as the directing group provides a potential new direction for catalytic C-H functionalization under mild conditions.
描述了铜催化的苯硫酚C-H活化反应。通过最初尝试用芳基硼酸进行C-芳基化反应，发现了一个相当令人惊讶的连续C-H活化和S-芳基化反应。机理研究表明二硫化物中间体是引导C-H氧化的关键组分。整个反应在温和条件下以分子氧作为氧化剂进行。发现二硫化物作为导向基团为温和条件下的催化C-H官能化提供了一个潜在的新方向。
