Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-α]pyridines

被引：38

作者：

Chezal, JM

Moreau, E

Delmas, G

Gueiffier, A

Blache, Y

Grassy, G

Lartigue, C

Chavignon, O

Teulade, JC

机构：

[1] Univ Auvergne, Fac Pharm, UMR INSERM 484, F-63001 Clermont Ferrand 1, France

[2] Univ Tours, Fac Pharm, Chim Therapeut Lab, F-37200 Tours, France

[3] Univ Montpellier I, Fac Pharm, INSERM U 414, Lab Chim Organ Pharmaceut, F-34060 Montpellier, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 20期

关键词：

D O I：

10.1021/jo015582x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heterocyclization of functionalized vinylic derivatives of imidazo[1,2-a]pyridines was explored experimentally and theoretically using semiempirical AM1 and ab initio methods. A range of functionalized vinylic derivatives (azido, amino, and carbodiimide groups) were prepared for conversion into pyrroloazaindoles 19-22, imidazo[1,x]-, (x = 5, 6, 7, 8), [2,6]-, and [2,7]naphthyridines 28-30, 35-38 by thermal reaction. In the case of vinylic groups in the 5 position, peri annulation also was observed. The experimental and theoretical data are compared and discussed.

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页码：6576 / 6584

页数：9

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