通过胺对 3-溴异恶唑啉的加成-消除反应合成 3-氨基异恶唑。

Synthesis of 3-aminoisoxazoles via the addition-elimination of amines on 3-bromoisoxazolines.

机构信息

Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Trans Canada Highway, Kirkland, Quebec, Canada H9H 3L1.

出版信息

Org Lett. 2009 Mar 5;11(5):1159-62. doi: 10.1021/ol9000284.

DOI:10.1021/ol9000284

PMID:19209874

Abstract

A novel two-step procedure for the synthesis of 3-amino-5-substituted-isoxazoles is described. In the presence of a base, readily available 3-bromoisoxazolines react with amines to afford 3-aminoisoxazolines. An oxidation protocol was developed for these heterocycles to provide 3-aminoisoxazoles in consistently high yield.

摘要

描述了一种新颖的两步法合成 3-氨基-5-取代异恶唑的方法。在碱的存在下，易得的 3-溴异恶唑啉与胺反应得到 3-氨基异恶唑啉。为这些杂环化合物开发了一种氧化方案，以一致高产率得到 3-氨基异恶唑。