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Copper‐Catalyzed Sulfonyl Radical‐Enabled Regioselective Cyclization of 1,6‐Enynes
Author(s) -
Zhang JunYao,
Bao WenHui,
Qin FuHua,
Lei KeWei,
Li Qiang,
Wei WenTing
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900539
Subject(s) - sulfonyl , chemistry , regioselectivity , intramolecular force , radical cyclization , hydrogen atom abstraction , catalysis , combinatorial chemistry , substrate (aquarium) , medicinal chemistry , radical , organic chemistry , alkyl , oceanography , geology
A copper‐catalyzed cascade cyclization of 1,6‐enynes with sulfonyl hydrazides for producing various sulfonyl‐substituted γ ‐lactams is described. This sulfonyl radical‐enabled cyclization reaction features excellent regioselectivity, mild conditions and broad substrate scope, enabling the formation of new C−S and C−C bonds through radical sulfonylation, intramolecular cyclization and hydrogen abstraction. Moreover, relevant experiments have been carried out to probe a possible mechanism.