Regioselective Radical-Relay Sulfonylation/Cyclization Protocol to Sulfonylated Pyrrolidones under Transition-Metal-Free Conditions

• DOI: 10.1021/acs.joc.2c00381
• Publication Date: 2022-04-19T08:52:20Z
• Authors: Fei Liu; Jiapian Huang; Xinyu Wu; Feihua Du; Linghui Zeng; Jie Wu; Zhiyuan Chen
• Keywords: DABCO; Functional group; Tandem

A simple and low-cost tandem sulfonylation/cyclization of 1,5-diene, aryldiazonium salt, DABCO·(SO2)2 is disclosed. This base-promoted multicomponent reaction can provide a "green" economic synthesis sulfonylated pyrrolidones under transition-metal-free moisture/oxygen-insensitive conditions, thus delivering wide range in moderate to high yields with excellent functional group compatibility. plausible mechanism involving radical process proposed, which demonstrates highly chemoselective trapping the aryl "SO2" species, regioselective protocol this reaction.