Synthesis of multi ring-fused 2-pyridones via an acyl-ketene imine cyclocondensation

被引：57

作者：

Pemberton, N ^{[1
]}

Jakobsson, L ^{[1
]}

Almqvist, F ^{[1
]}

机构：

[1] Umea Univ, SE-90187 Umea, Sweden

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 05期

关键词：

D O I：

10.1021/ol052998e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polycyclic ring-fused 2-pyridones (5a-e and 9a-e) have been prepared via a microwave-assisted acyl-ketene imine cyclocondensation. Starting from 3,4-dihydroisoquinolines (4a-b) or 3,4-dihydroharman (8), fused 2-pyridones could be prepared in a one-step procedure. By using either Meldrum's acid derivatives (la-cl) or 1,3-dioxine-4-ones (7a-b) as acyl-ketene sources, mono- or disubstitution of the fused 2-pyridone ring could be accomplished. As an application of the method, a formal synthesis of the indole alkaloid sempervilam was performed.

引用

页码：935 / 938

页数：4

共 33 条

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