Visible-Light-Induced Difunctionalization of 3-Butenoic Acid with Bromodifluoromethyl Heteroarylsulfones
Qianqian Liu1, Xiaoping Wang1, Xuefeng Gu3, Huiming Dai2, Zhibin Huang1(黄志斌)*, Yingsheng Zhao1,2(赵应声)*
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123,P. R. China
2School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453000, P. R. China
3Yonghua Chemical Co., Ltd., Changshu215500, P. R. China
Org. Lett. 2024, 26, 6449−6453
Abstract: Herein, we report a visible-light-induced iridium-promoted direct bifunctionalization of 3-butenoic acid with bromodifluoromethyl heteroarylsulfones. This methodology enables the concurrent introduction of difluoromethyl heteroarylsulfone and bromine groups into 3-butenoic acid under mild reaction conditions. Various α-substituted 3-butenoic acids and bromodifluoromethyl heteroarylsulfones were found to be compatible, yielding the corresponding products in moderate to good yields. This method opens a new route for the synthesis of fluorocarboxylic acid derivatives.
链接://pubs.acs.org/doi/10.1021/acs.orglett.4c02277