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Palladium‐Catalyzed Two‐Component Domino Coupling Reaction of ( Z )‐β‐Bromostyrenes with Norbornenes: Synthesis of 1,5‐Enynes
Author(s) -
Mao Jiangang,
Li Huifang,
Wen Herui,
Li Min,
Fan Xiaolin,
Bao Weiliang
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500865
Subject(s) - chemistry , palladium , catalysis , domino , coupling reaction , cascade reaction , heck reaction , dimethylformamide , molecule , photochemistry , medicinal chemistry , organic chemistry , solvent
Polyfunctional molecules, 1,5‐enynes, have been achieved via a palladium(0)‐catalyzed domino coupling reaction of ( Z )‐β‐bromostyrenes with norbornenes in the presence of cesium carbonate and N,N ‐dimethylformamide. The process involves a double Heck‐type procedure, two‐fold C( sp 2 )H activation and formation of two carbon‐carbon bonds. There are possibilities of diversified transformation for the domino coupling of ( Z )‐β‐bromostyrenes with norbornenes, the procedure is successfully driven to 1,5‐enynes via accurate adjustment of the reaction conditions.