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用于合成α-三氟甲基化酮的光氧化还原催化的叠氮乙烯的氧化还原中性三氟甲基化反应。

Photoredox-catalysed redox-neutral trifluoromethylation of vinyl azides for the synthesis of α-trifluoromethylated ketones.

作者信息

Qin Hai-Tao, Wu Shu-Wei, Liu Jia-Li, Liu Feng

机构信息

Jiangsu Key Laboratory of Translational Research and Therapy for Neuro-Psycho-Diseases and Department of Medicinal Chemistry, College of Pharmaceutical Sciences, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, People's Republic of China.

出版信息

Chem Commun (Camb). 2017 Feb 4;53(10):1696-1699. doi: 10.1039/c6cc10035j. Epub 2017 Jan 19.

Abstract

A redox-neutral, mild, and simple protocol is developed for the synthesis of α-trifluoromethylated ketones from vinyl azides under transition-metal-free conditions. In the presence of organic photoredox catalyst N-methyl-9-mesityl acridinium and sodium trifluoromethanesulfinate, a broad range of substituted vinyl azides were found to react smoothly upon visible-light irradiation, readily furnishing the corresponding products in satisfied yields.

摘要

开发了一种氧化还原中性、温和且简单的方法,用于在无过渡金属条件下由乙烯基叠氮化物合成α-三氟甲基酮。在有机光氧化还原催化剂N-甲基-9-均三甲苯吖啶鎓和三氟甲亚磺酸钠存在下,发现多种取代的乙烯基叠氮化物在可见光照射下能顺利反应,以令人满意的产率轻松得到相应产物。

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