Cu(II) Catalyzed Imine C-H Functionalization Leading to Synthesis of 2,5-Substituted 1,3,4-Oxadiazoles

被引：171

作者：

Guin, Srimanta ^{[1
]}

Ghosh, Tuhin ^{[1
]}

Rout, Saroj Kumar ^{[1
]}

Banerjee, Arghya ^{[1
]}

Patel, Bhisma K. ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 22期

关键词：

LIGHT-EMITTING-DIODES; ONE-POT SYNTHESIS; N BOND FORMATION; DIRECT AMINATION; DIRECT ARYLATION; 2-ARYLBENZOXAZOLES; BENZODIAZEPINE; OPTIMIZATION; BENZOXAZOLES; OXADIAZOLES;

D O I：

10.1021/ol202409r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A direct access to symmetrical and unsymmetrical 2,5-disubstituted [1,3,4]-oxadiazoles has been accomplished through an Imine C-H functionalization of N-arylidenearoylhydrazide using a catalytic quantity of Cu(OTf)(2). This is the first example of amidic oxygen functioning as a nucleophile in a Cu-catalyzed oxidative coupling of an imine C-H bond. These reactions can be performed in air atmosphere and moisture making it exceptionally practical for application In organic synthesis.

引用

页码：5976 / 5979

页数：4

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