Some new routes for the preparation of 3-amino-2-phenyl-4(1H)-quinolinones from anthranilamides

被引：29
|
作者：
Hradil, P
Grepl, M
Hlavác, J
Soural, M
Malon, M
Bertolasi, V
机构：
[1] Palacky Univ, Dept Organ Chem, Olomouc 77146, Czech Republic
[2] Farmak As, Olomouc 77117, Czech Republic
[3] Palacky Univ, Lab Growth Regulators, Olomouc 78371, Czech Republic
[4] Univ Ferrara, Dipartimento Chim, I-44100 Ferrara, Italy
[5] Univ Ferrara, Ctr Strutturist Diffrattometr, I-44100 Ferrara, Italy
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 02期
关键词：
D O I：
10.1021/jo051303k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Several new routes for the preparation of 3-amino-2-phenyl-4-1(H)-quinolinone 7a are compared. The most efficient is based on the cyclization of phenacyl anthranilamide 2a in the presence of (poly)phosphoric acid. The mechanisms of the rearrangements involved are discussed on the basis of the structures of isolated heterocyclic intermediates. The best methodology for the preparation of the title compound 7a was verified, and 10 other quinolinones 7 were prepared.
引用
收藏
页码：819 / 822
页数：4
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