4046-03-1Relevant articles and documents
A Convenient Method for Synthesis of Novel 3-(1,3,4-Oxadiazol-2-yl)-methylene-2-oxo-1,2,3,4-tetrahydroquinoxalines: Regioselective Cyclization of 3-Ethoxyhydrazonocarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline
Kurasawa, Yoshihisa,Moritaki, Yujiro,Takada, Atsushi
, p. 238 - 240 (1983)
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TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie
, p. 423 - 431 (2019/12/27)
An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.
Electrochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from α-Keto Acids and Acylhydrazines Under Mild Conditions
Lu, Fangling,Gong, Fengping,Li, Liangsen,Zhang, Kan,Li, Zhen,Zhang, Xinwei,Yin, Ying,Wang, Ying,Gao, Ziwei,Zhang, Heng,Lei, Aiwen
supporting information, p. 3257 - 3260 (2020/05/25)
1,3,4-Oxadiazoles are a kind of useful heterocycles which can be frequently found in materials and bioactive molecules. In this study, intermolecular electrochemical cyclization between α-keto acids and acylhydrazines has been developed for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles with the yield up to 91 %. This transformation can be run under mild reaction conditions in the absence of external oxidant, base and transition metal catalyst. Both symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles could be prepared according to the careful choice of the substrate combination. Gram scale synthesis also illustrates the potential application of this protocol in large preparation.
