Radical Desulfur-Fragmentation and Reconstruction of Enol Triflates: Facile Access to α-Trifluoromethyl Ketones

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• 作者：Xiaolong Su ; Honggui Huang ; Prof. Dr. Yaofeng Yuan and Prof. Dr. Yi Li
• 刊名：Angewandte Chemie International Edition
• 出版年：2017
• 出版时间：January 24, 2017
• 年：2017
• 卷：56
• 期：5
• 页码：1338-1341
• 全文大小：696K
• ISSN：1521-3773

文摘

We report an efficient oxidative radical desulfur-fragmentation and reconstruction of enol triflates for the synthesis of α-CF<sub>3sub> ketones. Preliminary mechanistic studies disclosed that oxidative fragmentation to release a CF<sub>3sub> radical from the triflyl group of enol triflate and subsequent addition of the CF<sub>3sub> radical to another enol triflate form the desired α-CF<sub>3sub> ketones. This method provides a new approach to α-CF<sub>3sub> ketones, featuring the utilization of catalytic amount of oxidants, broad substrate scope, and potential to control the regioselectivity.