Metal-Free Catalyzed Regioselective Allylic Trifluoromethanesulfonylation of Aromatic Allylic Alcohols with Sodium Trifluoromethanesulfinate

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• 作者：Jianhua Liao ; Wei Guo ; Zhenming Zhang ; Xiaodong Tang ; Wanqing Wu ; Huanfeng Jiang
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：February 5, 2016
• 年：2016
• 卷：81
• 期：3
• 页码：1304-1309
• 全文大小：469K
• ISSN：1520-6904

文摘

An efficient procedure for the preparation of allylic trifluoromethanesulfones with high regioselectivity from aromatic allylic alcohols/esters and NaSO₂CF₃ under transition-metal-free conditions is described. A wide range of functional groups were tolerated. This is the first example to realize different types of allylic alcohols, including primary, secondary, and tertiary allylic alcohols, all of which transferred to the corresponding products efficiently in good to excellent yields with readily available and inexpensive NaSO₂CF₃. The synthetic utility of the method was demonstrated by performing the reaction at gram scale.