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DMF as Methine Source: Copper‐Catalyzed Direct Annulation of Hydrazides to 1,3,4‐Oxadiazoles
Author(s) -
Wang Shoucai,
Wang Kai,
Kong Xiangfei,
Zhang Shuhua,
Jiang Guangbin,
Ji Fanghua
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900395
Subject(s) - annulation , chemistry , catalysis , dimethylformamide , combinatorial chemistry , copper , medicinal chemistry , organic chemistry , solvent
An unprecedented Cu‐catalyzed direct annulation of hydrazides with N,N‐dimethylformamide (DMF) was developed, providing an efficient synthesis of valuable 1,3,4‐oxadiazoles. This process features the short reaction time and can be safely conducted on gram scale. The reaction also facilitated the convenient synthesis of 1,3,4‐oxadiazole‐2(3 H )‐ones. Moreover, the mechanistic studies suggest that the source of CH is from the N‐methyl group of DMF.