通过新型多组分反应合成多取代的4,5,6,7-四氢呋喃并[2,3-c]吡啶

Synthesis of polysubstituted 4,5,6,7-tetrahydrofuro[2,3-c]pyridines by a novel multicomponent reaction.

作者信息

Fayol Aude, Zhu Jieping

机构信息

Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette, France.

出版信息

Org Lett. 2004 Jan 8;6(1):115-8. doi: 10.1021/ol036167p.

DOI:10.1021/ol036167p

PMID:14703364

Abstract

[reaction: see text] A novel three-component synthesis of tetrahydrofuro[2,3-c]pyridines from readily accessible starting materials is described. Simply heating a toluene solution of an aminopentynoate, an aldehyde, and an alpha-isocyanoacetamide in the presence of ammonium chloride provided the 4,5,6,7-tetrahydrofuro[2,3-c]pyridines in good to excellent yield. The fused ring system is produced in this one-pot process by the concomitant formation of five chemical bonds.

摘要

[反应：见正文] 描述了一种从易于获得的起始原料出发，新颖的合成四氢呋喃并[2,3-c]吡啶的三组分方法。在氯化铵存在下，简单地加热氨基戊炔酸酯、醛和α-异氰基乙酰胺的甲苯溶液，就能以良好至优异的产率得到4,5,6,7-四氢呋喃并[2,3-c]吡啶。在这个一锅法过程中，通过同时形成五条化学键生成了稠环体系。