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Organoselenium‐Catalyzed Regioselective C−H Pyridination of 1,3‐Dienes and Alkenes
Author(s) -
Liao Lihao,
Guo Ruizhi,
Zhao Xiaodan
Publication year - 2017
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.201610657
Subject(s) - regioselectivity , pyridinium , pyridine , reagent , chemistry , catalysis , surface modification , organic chemistry , combinatorial chemistry , medicinal chemistry
An efficient approach for organoselenium‐catalyzed regioselective C−H pyridination of 1,3‐dienes to form pyridinium salts has been developed. This method was also successfully applied to direct C−H pyridination of alkenes. Fluoropyridinium reagents, or initially loaded pyridine derivatives, acted as pyridine sources in the pyridination reactions. The obtained pyridinium salts could be further converted under different conditions. This work is the first example of catalytic C‐2 direct C−H functionalization of 1,3‐dienes and the first case of organoselenium‐catalyzed C−H pyridination.