Pd-catalyzed oxidative annulation of hydrazides with isocyanides: synthesis of 2-amino-1,3,4-oxadiazoles

Tao Fang; Qitao Tan; Zhengwei Ding; Bingxin Liu; Bin Xu

doi:10.1021/ol5006449

Pd-catalyzed oxidative annulation of hydrazides with isocyanides: synthesis of 2-amino-1,3,4-oxadiazoles

Org Lett. 2014 May 2;16(9):2342-5. doi: 10.1021/ol5006449. Epub 2014 Apr 11.

Authors

Tao Fang¹, Qitao Tan, Zhengwei Ding, Bingxin Liu, Bin Xu

Affiliation

¹ Department of Chemistry, Innovative Drug Research Center, Shanghai University , Shanghai 200444, China.

PMID: 24725151
DOI: 10.1021/ol5006449

Abstract

An efficient palladium-catalyzed oxidative annulation reaction was developed through sequential isocyanide insertions into N-H and O-H bonds of hydrazides, which provides an efficient access to valuable 2-amino-1,3,4-oxadiazoles and their derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cyanides / chemistry*
Hydrazines / chemistry*
Molecular Structure
Oxadiazoles / chemical synthesis*
Oxadiazoles / chemistry
Oxidation-Reduction
Palladium / chemistry*

Substances

Cyanides
Hydrazines
Oxadiazoles
Palladium