由2-(氰基甲基)-3-氧代-N-芳基丁酰胺一步合成马丁内利酸的三环核心。

One-step synthesis of the tricyclic core of martinellic acid from 2-(cyanomethyl)-3-oxo-N-arylbutanamides.

作者信息

Zhang Zhiguo, Zhang Qian, Yan Zihong, Liu Qun

机构信息

Department of Chemistry, Northeast Normal University, Changchun 130024, China.

出版信息

J Org Chem. 2007 Dec 7;72(25):9808-10. doi: 10.1021/jo701551f. Epub 2007 Nov 14.

DOI:10.1021/jo701551f

PMID:17999522

Abstract

A SnCl4.5H2O-mediated facile and efficient one-step synthesis of the tricyclic core of martinellic acid from readily available 2-(cyanomethyl)-3-oxo-N-arylbutanamides was developed and a mechanism involving consecutive hydrolysis of a cyano group and a double annulation process is proposed.

摘要

开发了一种由四氯化锡五水合物介导的、简便高效的一步法，可从容易获得的2-(氰基甲基)-3-氧代-N-芳基丁酰胺合成马丁内利酸的三环核心，并提出了一种涉及氰基连续水解和双环化过程的机制。