Palladium-Catalyzed Regioselective Difluoroalkylation and Carbonylation of Alkynes

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• 作者：Qiang Wang ; Yu-Tao He ; Jia-Hui Zhao ; Yi-Feng Qiu ; Lan Zheng ; Jing-Yuan Hu ; Yu-Chen Yang ; Xue-Yuan Liu ; Yong-Min Liang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：June 3, 2016
• 年：2016
• 卷：18
• 期：11
• 页码：2664-2667
• 全文大小：421K
• 年卷期：0
• ISSN：1523-7052

文摘

A novel, four-component synthetic strategy to synthesize a series of β-difluoroalkyl unsaturated esters/amides with high regioslectivity is described. This Pd-catalyzed difluoroalkylation and carbonylation reaction can be carried out with simple starting materials. Through this protocol, two new C–C bonds (including one C–CF₂ bond) and one C–O(N) bond are constructed simultaneously in a single step. The synthetic utility of this reaction system has been certified by the applicability to a wide scope of alkynes and nucleophiles. Preliminary mechanistic studies suggest that the difluoroalkyl radical pathway is involved in this reaction.