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Regioselective C3 Alkenylation of 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones via Palladium‐Catalyzed CH Activation
Author(s) -
Liu Wenjie,
Wang Shaohua,
Zhang Qi,
Yu Jingwen,
Li Jiahe,
Xie Zhiwei,
Cao Hua
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402455
Subject(s) - regioselectivity , palladium , stereoselectivity , acrylate , chemistry , catalysis , acrylamide , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , polymer , copolymer
A general and efficient palladium‐catalyzed direct C3 alkenylation of 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones using AgOAc/O 2 as the oxidant has been developed. A variety of 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones were successfully coupled with acrylate esters, styrenes, methylvinylketone, and acrylamide in moderate to excellent yields. The reaction exhibited complete regio‐ and stereoselectivity. This transformation provides an attractive new approach to functionalize 4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐ones.