a
Department of Chemistry, School of Science and Technology, Kwansei Gakuin University, Gakuen Uegahara 1, Sanda, Hyogo 669-1330, Japan
b
JST PRESTO, 7 Gobancho, Chiyoda, Tokyo 102-0076, Japan
› InstitutsangabenThis work was supported by Japan Science and Technology Agency (JST) Precursory Research for Embryonic Science and Technology (PRESTO) Grant Number JPMJPR20D8 (K.M.). This work was also supported by Japan Society for the Promotion of Science (JSPS) KAKENHI Grant Numbers 22K20545 and 23K13753 (Y.S.), the Ube Industries Foundation (K.M.), Takeda Science Foundation (K.M.), Astellas Foundation for Research on Metabolic Disorders (K.M.), and the Uehara Memorial Foundation (K.M.).
The development of novel synthetic methods for quaternary ammonium salts is highly demanded since the current synthesis heavily relies on the conventional Menshutkin reaction. Herein, we report photoredox-catalyzed alkylation of α-brominated alkenylammonium salts. Mechanistically, the generation of a highly reactive α-ammoniovinyl radical is the key to our method. This reaction enables the synthesis of various unprecedented α-alkylated alkenylammonium salts.