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Palladium‐Catalyzed Cross‐Coupling of Internal Alkenes with Terminal Alkenes to Functionalized 1,3‐Butadienes Using CH Bond Activation: Efficient Synthesis of Bicyclic Pyridones
Author(s) -
Yu Haifeng,
Jin Weiwei,
Sun Chenglin,
Chen Jiping,
Du Wangmin,
He Songbo,
Yu Zhengkun
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201002737
Subject(s) - regioselectivity , bicyclic molecule , palladium , chemistry , catalysis , terminal (telecommunication) , combinatorial chemistry , alkene , triple bond , coupling (piping) , organic chemistry , double bond , computer science , materials science , telecommunications , metallurgy
A highly regioselective direct cross‐coupling of internal alkenes of α‐oxoketene dithioacetals with terminal alkenes has been successfully realized by palladium‐catalyzed CH bond activation, affording functionalized 1,3‐butadienes. Condensation of the resultant 1,3‐butadienes by diamines efficiently produced potentially bioactive bicyclic pyridone derivatives (see scheme).