Silacyclobutanes (SCBs), as a key member of organosilicon family, have received considerable attention in synthetic chemistry since the silicon-carbon bond can be activated. Followed by ring-opening and ring expansion process,...
A simple and low-cost tandem sulfonylation/cyclization of 1,5-diene, aryldiazonium salt, and DABCO•(SO 2 ) 2 is disclosed. This base-promoted multicomponent reaction can provide a "green" and economic synthesis of sulfonylated pyrrolidones under transition-metal-free and moisture/oxygen-insensitive reaction conditions, thus delivering a wide range of sulfonylated pyrrolidones in moderate to high yields with excellent functional group compatibility. A plausible mechanism involving a radical process is proposed, which demonstrates highly chemoselective trapping of the aryl radical with "SO 2 " species, and a regioselective sulfonylation/cyclization protocol in this reaction.
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