Facile Synthesis of Unsymmetrical 2,5-Disubstituted 1,3,4-Oxadiazoles by Cyclization of gem-Difluoroalkenes with Acyl Hydrazides

被引：19

作者：

Zhang, Xuxue ^{[1
,2
]}

He, Jingjing ^{[2
]}

Cao, Song ^{[2
]}

机构：

[1] Qilu Normal Univ, Coll Chem & Chem Engn, Jinan 250200, Shandong, Peoples R China

[2] ECUST, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 02期

基金：

中国国家自然科学基金;

关键词：

gem-difluoroalkenes; acyl hydrazides; cyclization; 1,3,4-oxadiazoles; synthetic methods; ONE-POT SYNTHESIS; F BOND ACTIVATION; NUCLEOPHILIC 5-ENDO-TRIG CYCLIZATION; CRAFTS-TYPE CYCLIZATION; C-H ALKYLATION; ACCESS 1,3,4-OXADIAZOLES; OXIDATIVE CYCLIZATION; CARBONYL-COMPOUNDS; RING; FUNCTIONALIZATION;

D O I：

10.1002/ajoc.201800684

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and efficient method for the synthesis of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles by condensation of gem-difluoroalkenes with acyl hydrazides was developed. The cyclization reaction proceeds smoothly with the assistance of Cs2CO3, affording a variety of 1,3,4-oxadiazoles in good to excellent yields. The reaction also exhibits a broad substrate scope and good functional group compatibility.

引用

页码：279 / 282

页数：4

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