Visible-Light-Induced Trifluoromethylation of Allylic Alcohols

Bowen Li^†, Wubing Zeng^†, Lin Wang^†, Zhishuai Geng^‡, Teck-Peng Loh*^§_, and Peizhong Xie*^†

^† School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, P. R. China.

^‡ School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081, China.

^§ Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371.

Abstract: An organic photoredox-catalyzed dehydroxylative trifluoromethylation of allylic alcohols was developed in an environmentally benign manner. In this reaction, the readily available CF₃SO₂Na was selected as the trifluoromethylative reagent. The in situ generated byproduct SO₂ was reutilized to activate C-OH bond, which enabled this dehydroxylative trifluoromethylation to be performed conveniently. A variety of multi-functionalized CF₃-allylic compounds were obtained in high yields and excellent stereoselectivity.

Org. Lett. 2021, 23, 5235-5240.（影响因子：6.005）

论文链接：https://pubs.acs.org/doi/10.1021/acs.orglett.1c01767