Thermal rearrangements of C-(4-oxo-4H[1]benzopyran-3-yl)-N-phenylnitrone-a route to novel quinolino[2,3-b]chroman-12-ones

被引：36

作者：

Ishar, MPS ^{[1
]}

Kumar, K ^{[1
]}

Singh, R ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, Dept Pharmaceut Sci, Amritsar 143005, Punjab, India

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 36期

关键词：

chromone; nitrone; rearrangement; cyclisation;

D O I：

10.1016/S0040-4039(98)01362-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-(4-Oxo-4H[1]benzopyran-3-yl)-N-phenylnitrones (1a-c) undergo facile rearrangements on refluxing in benzene, yielding 2-(N-phenylamino)-4-oxo-4H[1]-benzopyran-3-carboxaldehydes (2a-c,70%) and 3-(phenyliminomethylene)-chroman-2,4-diones (3a-c, 25%). 2a-c undergo cyclization on refluxing with anhydrous AlCl3 in dry CCl4 followed by treatment with sulfuric acid, to give novel quinolino[2,3-b]chroman-12-ones(4a-c) in 90% yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：6547 / 6550

页数：4

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