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Palladium‐Catalyzed Allylation of Cyclopropyl Acetylenes with Oxindoles to Construct 1,3‐Dienes
Author(s) -
Lu ChuanJun,
Yu Xin,
Chen YuTing,
Song QingBao,
Yang ZhenPing,
Wang Hong
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901536
Subject(s) - stereocenter , chemistry , oxindole , palladium , tsuji–trost reaction , allylic rearrangement , diene , catalysis , stereoselectivity , atom economy , medicinal chemistry , stereochemistry , organic chemistry , enantioselective synthesis , natural rubber
A novel palladium‐catalyzed allylic alkylation of oxindoles with cyclopropyl acetylenes has been developed. Various 1,3‐diene oxindole framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio‐, and stereoselectivities. The reaction exhibited high atom economy and good functional group tolerance.