期刊
SYNTHESIS-STUTTGART
卷 47, 期 7, 页码 1032-1040出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0034-1379974
关键词
oxadiazoles; cyclizations; oxidations; hydrazines; hydrazides
资金
- Hebei Provincial Natural Science Foundation of the China-Shijiazhuang Pharmaceutical Group (CSPC) Foundation [H2012208045]
- Hebei Hundred Innovative Talents Support Program [BR2-212]
- 973 Program [2012CB723501]
- Program for Innovative Research Team of Hebei University of Science and Technology
An efficient and versatile metal-free synthesis of 1,3,4-oxadiazoles from N-(arylmethyl)hydrazides or 1-(arylmethyl)-2-(arylmethylene)hydrazines through oxidative dehydrogenation is reported. A range of 2,5-disubstituted 1,3,4-oxadiazoles were prepared by treating N-(arylmethyl)hydrazides with (diacetoxyiodo)benzene in acetonitrile or by treating 1-(arylmethyl)-2-(arylmethylene)hydrazines with [bis(trifluoroacetoxy)iodo]benzene in methyl tert-butyl ether. Aldehyde N-acylhydrazones and aldazines were initially generated in situ as intermediates.
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