Multicomponent synthesis of novel 2- and 3-substituted dirydrobenzo[1,4]oxazepinones and tetrahydrobenzo[1,4]diazepin-5-ones and their conformational analysis

被引：11

作者：

Banfi, Luca ^{[1
]}

Basso, Andrea ^{[1
]}

Guanti, Giuseppe ^{[1
]}

Lecinska, Paulina ^{[1
]}

Riva, Renata ^{[1
]}

Rocca, Valeria ^{[1
]}

机构：

[1] Univ Genoa, Dept Chem & Ind Chem, I-16146 Genoa, Italy

来源：

HETEROCYCLES | 2007年 / 73卷 / 01期

关键词：

Ugi reaction; Mitsunobu reaction; peptidomimetic;

D O I：

10.3987/COM-07-S(U)51

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By coupling an Ugi multicomponent condensation with a Mitsunobu reaction, a series of 2- and 3-substituted dihydrobenzo[1,4]oxazepinones and tetrahydrobenzo[1,4]diazepin-5-ones was synthesized in a very convergent manner. The strategy involves the use of substituted ethanolamines as amino components and of salicylic or N-methanesulphonyl anthranilic acid as carboxylic component. The general scope has been evaluated; in some cases better results have been obtained by reverting the order of the two reactions. A thorough conformational analysis on these products has been carried out through NMR, showing that in most cases a single conformation was strongly favoured.

引用

页码：699 / +

页数：31

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