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Auto‐Tandem Catalysis: Synthesis of Acridines by Pd‐Catalyzed C=C Bond Formation and C( sp 2 )–N Cross‐Coupling
Author(s) -
Huang Zhongxing,
Yang Yang,
Xiao Qing,
Zhang Yan,
Wang Jianbo
Publication year - 2012
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.201201070
Subject(s) - chemistry , tandem , catalysis , acridine , palladium , acridine derivatives , combinatorial chemistry , coupling (piping) , stereochemistry , organic chemistry , mechanical engineering , materials science , engineering , composite material
A facile palladium‐catalyzed synthesis of acridines has been realized by consecutive C=C double bond formation and C–N cross‐coupling. A variety of functionalized acridines can be accessed from easily available o ‐dihalobenzenes and N ‐tosylhydrazones in a single operation. This one‐pot protocol has a wide scope with respect to both coupling partners, and provides an efficient route to functionalized acridine derivatives, which are generally difficult to synthesize by previously known methods.