Synthetic approach to imidazo[1,2-a]pyridine derivatives by the intramolecular nitrone cycloaddition methodology

被引：23

作者：

Basso, D

Broggini, G

Passarella, D

Pilati, T

Terraneo, A

Zecchi, G

机构：

[1] Univ Insubria, Dipartimento Sci Chim Fis & Matemat, I-22100 Como, Italy

[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[3] CNR, Ist Sci & Tecnol Molecolari, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2002年 / 58卷 / 22期

关键词：

imidazo[1,2-a]pyridines; nitrones; intramolecular cycloaddition;

D O I：

10.1016/S0040-4020(02)00404-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

N-Benzyl and (R)-N-(alpha-phenylethyl) nitrones derived from 1-allyl-2-imidazolecarbaldehyde underwent intramolecular cyclo-addition to give predominantly bridged-ring products. namely 5,6,8,9-tetrahydro-6,9-methanoimidazo[2,1-d][1,2,5]oxadiazepine derivatives. Catalytic hydrogenation of the latter furnished both racemic and enantiopure 6,8-functionalised 5,6,7,8-tetrahydro-imidazo[1,2a]pyridines. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：4445 / 4450

页数：6

共 33 条

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SYNTHESIS OF MEDIUM-RING BICYCLIC BRIDGEHEAD DIAMINES FROM MONOCYCLIC DIAMINES VIA ALPHA-AMINOAMMONIUM IONS [J].