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Copper‐Catalyzed Direct Synthesis of 1,2,4‐Oxadiazoles from Amides and Organic Nitriles by Oxidative N–O Bond Formation
Author(s) -
Kuram Malleswara Rao,
Kim Woo Gyum,
Myung Kyungjae,
Hong Sung You
Publication year - 2016
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.201501502
Subject(s) - chemistry , substrate (aquarium) , organic synthesis , catalysis , oxidative phosphorylation , combinatorial chemistry , organic chemistry , biochemistry , oceanography , geology
Herein, we report the first Cu‐catalyzed one‐step method for the synthesis of 1,2,4‐oxadiazoles from stable, less toxic, and readily available amides and organic nitriles by a rare oxidative N–O bond formation using O 2 as sole oxidant. This method has a broad substrate scope and a good tolerance for diverse functional groups. Moreover, the synthetic utility of this method is highlighted by the synthesis of biologically active 3,5‐disubstituted derivatives.