Synthesis of 3,5-disubstituted isoxazoles via Cope-type hydroamination of 1,3-dialkynes

Liangguang Wang; Xiaoqiang Yu; Xiujuan Feng; Ming Bao

doi:10.1021/ol300872e

Synthesis of 3,5-disubstituted isoxazoles via Cope-type hydroamination of 1,3-dialkynes

Org Lett. 2012 May 4;14(9):2418-21. doi: 10.1021/ol300872e. Epub 2012 Apr 26.

Authors

Liangguang Wang¹, Xiaoqiang Yu, Xiujuan Feng, Ming Bao

Affiliation

¹ State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China.

PMID: 22537143
DOI: 10.1021/ol300872e

Abstract

An efficient method for the synthesis of 3,5-disubstituted isoxazoles is described. The reactions of 1,3-dialkynes with hydroxylamine proceeded smoothly in DMSO under mild reaction conditions to produce 3,5-disubstituted isoxazoles in satisfactory to excellent yields.

Publication types

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

MeSH terms

Amination
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Diynes / chemistry*
Isoxazoles / chemical synthesis
Isoxazoles / chemistry
Molecular Structure
Stereoisomerism

Substances

Diynes
Isoxazoles