Comparative study of synthetic approaches to 1-arylmethylenepyrazino[2,1-b]quinazoline-3,6-diones

被引：35

作者：

Cledera, P ^{[1
]}

Avendaño, C ^{[1
]}

Menéndez, JC ^{[1
]}

机构：

[1] Univ Complutense Madrid, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain

来源：

TETRAHEDRON | 1998年 / 54卷 / 40期

关键词：

quinazolinones; piperazinones; imidic acids and derivatives; Wittig reactions;

D O I：

10.1016/S0040-4020(98)00744-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The transformation of 3-arylmethylenepiperazine-2,5-diones (1) into 1-arylmethylene-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones (2) was studied. Four synthetic methods were compared, namely direct condensation with the product of the reaction between anthranilic acid and thionyl chloride, transformation into monothioiminoethers or monoiminoethers followed by reaction with anthranilic acid derivatives, and monoacylation with o-azidobenzoyl chloride followed by intramolecular aza-Wittig reaction. The best results were obtained by the latter method. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：12349 / 12360

页数：12

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