A Deoxygenative [4+1] Annulation Involving N-Acyldiazenes for an Efficient Synthesis of 2,2,5-Trisubstituted 1,3,4-Oxadiazole Derivatives

被引：35
作者：
Zhou, Rong [1 ]
Han, Ling [1 ]
Zhang, Honghui [1 ]
Liu, Rongfang [1 ]
Li, Ruifeng [1 ]
机构：
[1] Taiyuan Univ Technol, Coll Chem & Chem Engn, Taiyuan 030024, Shanxi, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2017年 / 359卷 / 22期
基金：
中国国家自然科学基金;
关键词：
4+1] annulation; N-acyldiazenes; alpha-dicarbonyl compounds; 1,3,4-oxadiazoles; phosphines; HETEROCYCLIC CARBENES; HILLMAN CARBONATES; FACILE SYNTHESIS; HYDRAZIDES; CYCLOADDITIONS; AMINATION; YLIDES; ENONES; MOIETY;
D O I：
10.1002/adsc.201700935
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An unprecedented and highly efficient tris(dimethylamino)phosphine [P(NMe2)(3)]-mediated deoxygenative [4 + 1] annulation of N-acyldiazenes with alpha-dicarbonyl compounds such as isatins, -keto esters, and alpha-diketones is reported. The annulation reactions proceed smoothly under mild conditions to deliver a broad range of 2,2,5-trisubstituted 1,3,4-oxadiazole derivatives in moderate to excellent yields from readily available starting materials. It represents the first realization of the [4+1] annulation mode involving N-acyldiazenes to construct five-membered heterocycles.
引用
收藏
页码：3977 / 3982
页数：6
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