Regioselective functionalization of quinolin-4(1H)-ones via sequential palladium-catalyzed reactions

被引：23
|
作者：
Mugnaini, Claudia [1 ]
Falciani, Chiara [1 ]
De Rosa, Maria [1 ]
Brizzi, Antonella [1 ]
Pasquini, Serena [1 ]
Corelli, Federico [1 ]
机构：
[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy
来源：
TETRAHEDRON | 2011年 / 67卷 / 32期
关键词：
Cross-coupling; Heterogeneous catalysis; Homogeneous catalysis; Palladium; Quinolin-4(1H)-ones; 4-QUINOLONE-3-CARBOXYLIC ACID MOTIF; CROSS-COUPLING REACTIONS; CARBONYLATION; TRANSCRIPTION; TARGETS; SITE;
D O I：
10.1016/j.tet.2011.05.134
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A practical and general synthesis of 1,3,6-trisubstituted quinolin-4(1H)-ones starting from 1-alkyl-6-bromo-3-iodoquinolin-4(1H)-one is described, based on regioselective sequential palladium-catalyzed cross-coupling reactions, namely Suzuki-Miyaura, Sonogashira and aminocarbonylation reactions, under microwave irradiation. Good substrate generality, ease of execution and practicability make this method exploitable for the generation of libraries of chemically diverse 4-quinolones. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5776 / 5783
页数：8
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