Synthesis of tri- and tetracyclic condensed quinoxalin-2-ones fused across the C-3-N-4 bond

被引：44

作者：

Chicharro, R ^{[1
]}

de Castro, S ^{[1
]}

Reino, JL ^{[1
]}

Arán, VJ ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 12期

关键词：

amino acids; cyclizations; nitrogen heterocycles; rearrangements; reductions;

D O I：

10.1002/ejoc.200300028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have studied the preparation of some fused quinoxalinones by Stevens rearrangement of a spiro-quinoxaline-derived ammonium ylide or by treatment of N-(2,4-dinitrophenyl)- and N-(2-nitrophenyl)imino acids with different reducing agents. We have reinvestigated and clarified some related processes found in the literature starting from imino acids derivatives. Additional reactions of the fused quinoxalinones, as well as the useful dehydrogenation/decarboxylation of some easily available 1-arylindoline-2-carboxylic acids to the corresponding 1-arylindoles, are also reported. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

引用

页码：2314 / 2326

页数：13

共 41 条

[1] TETRAHYDROPYRROLO[1,2-A]QUINOXALINES AND TETRAHYDROPYRROLO[1,2-A]PYRIDO[3,2-A]PYRAZINES - VASCULAR SMOOTH-MUSCLE RELAXANTS AND ANTIHYPERTENSIVE AGENTS [J].