Synthesis of C(3) SCF 3 -Substituted Pyrrolidinoindoline by P III /P V Redox Catalysis Using CF 3 SO 2 Cl as Electrophilic CF 3 S Reagent.
Yi-Han YuGang SunDi ZhaoYi-Kai WuHaoliang YuanXiaoan WenLiu LiuQing-Long XuPublished in: The Journal of organic chemistry (2024)
This work reports a method for the catalytic synthesis of C(3) SCF 3 -substituted pyrrolidinindoline using a small-ring organophosphorus-based catalyst and a hydrosilane reductant, with trifluoromethanesulfonyl chloride as the electrophilic SCF 3 reagent. This method can drive the conversion of tryptamine to the C(3) SCF 3 -substituted pyrrolidine indoline. The readily available, inexpensive trifluoromethanesulfonyl chloride could be activated as an electrophilic SCF 3 source by P III /P V redox catalysis and could efficiently participate in the reaction of tryptamines, thus providing various substituted C(3) SCF 3 -substituted pyrrolidinoindoline in moderate to excellent yields. This presented strategy features a broad substrate scope, and the structure has value for in-depth research.