Novel and convenient synthesis of polyfunctionalized quinolines, quinolones and their annulation reactions

被引：48
|
作者：
Wang, MX [1 ]
Liu, Y [1 ]
Huang, ZT [1 ]
机构：
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 13期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/S0040-4039(01)00231-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of alpha -aroylketene dithioacetals with esters of o-aminobenzoic acid under different conditions afforded preferentially 2-methylthio-3-aroylquinolones and 2-anilino-3-aroylquinolines through, respectively, alpha -aroylketene N,S-acetal and alpha -aroylketene aminal intermediates. The annulation reaction of 2-methylthio-3-aroylquinolones with hydrazine gave both pyrazolo[3,4-b]quinolone and pyrazolo[4,3-c]quinoline, the selectivity being determined by the reaction conditions employed. Intramolecular cyclocondensation of 2-anilino-3-aroylquinolines produced quino[2,1-b]quinazolines in high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码：2553 / 2555
页数：3
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