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Palladium‐Catalyzed Dienylation of Haloalkynes using 2,3‐Butadienyl Acetates: A Facile Access to (1 Z )‐1,2‐Dihalo‐ 3‐vinyl‐1,3‐dienes
Author(s) -
Chen Dongxu,
Chen Xiaoyi,
Lu Zenghui,
Cai Haiting,
Shen Jinbei,
Zhu Gangguo
Publication year - 2011
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.201100113
Subject(s) - chemistry , aromatization , catalysis , stereoselectivity , palladium , sequence (biology) , organic chemistry , combinatorial chemistry , biochemistry
A highly efficient and stereoselective method for the synthesis of (1 Z )‐1,2‐dihalo‐3‐vinyl‐1,3‐dienes featuring palladium‐catalyzed coupling of haloalkynes and 2,3‐butadienyl acetates was developed. The resulting products were smoothly converted into cis ‐1,2‐dihalostyrene derivatives using the Diels–Alder/aromatization sequence.