Fluoroalkylation of Activated Allylic Acetates through Radical-Radical Coupling: Organophotoredox/DABCO Catalytic System

Xiaoyu Zhang^†, Yinlei Zhang^†, Xiaohong Li^†, Bowen Li^†, Shiji Xiao^‡, Yongming Tang^†, Peizhong Xie*^†, and Teck-Peng Loh*^†§¶

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

^‡ Jiangsu BioGuide Laboratory Co., Ltd, Wujin Economic Development Zone, Changzhou 213000, Jiangsu, China.

^§ College of Advanced Interdisciplinary Science and Technology, Henan University of Technology, Zhengzhou, 450001, China.

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

Abstract: A novel organophotoredox/DABCO catalytic system for the fluoroalkylation of activated allylic acetates via radical-radical coupling is described. The method offers mild reaction conditions, high selectivity, and broad substrate compatibility, enabling diverse bioactive molecules, FDA-approved drugs, and amino acid derivatives to be incorporated into transformation. This study expands the synthetic toolbox for constructing fluorine-containing molecules.

Organic Letters 2023, 25, 6863-6868.（影响因子：5.6）

论文链接：https://pubs.acs.org/doi/10.1021/acs.orglett.3c02456