Preparation of tricyclic nitrogen heterocycles via intramolecular Diels-Alder reaction of furans

被引：36

作者：

Paulvannan, K ^{[1
]}

Jacobs, JW ^{[1
]}

机构：

[1] Affymax Res Inst, Santa Clara, CA 95051 USA

来源：

TETRAHEDRON | 1999年 / 55卷 / 24期

关键词：

acylation; anhydrides; cycloadditions; Diels-Alder reactions; dienes; epoxidation; furans; lactams; substituent effects;

D O I：

10.1016/S0040-4020(99)00390-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparation of rigid tricyclic nitrogen heterocycles through acylation of N-alkylfurfurylamines with fumaric and maleic acid derivatives has been studied. The reaction proceeds via an initial amide formation followed by an intramolecular Diels-Alder (IMDA) reaction. Various acylation conditions have been studied. Influence of steric and electronic effects on the product formation has also been investigated. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7433 / 7440

页数：8

共 36 条

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