Synthesis of 5-methyl-5H-pyrrolo[2,3-c]quinoline and 4-methyl-4H-pyrrolo[2,3-c]isoquinoline: two new unnatural D-ring stripped isomers of the cryptolepine series

被引：15
|
作者：
Van Baelen, Gitte [1 ]
Lemiere, Guy L. F. [1 ]
Dommisse, Roger A. [1 ]
Maes, Bert U. W. [1 ]
机构：
[1] Univ Antwerp, Dept Chem, Groenenborgerlaan 171, B-2020 Antwerp, Belgium
来源：
ARKIVOC | 2009年
关键词：
Malaria; Plasmodium falciparum; cryptolepines; palladium; annulation; aldehyde; IN-VITRO; DIRECT ANNULATION; ALKALOIDS; ISONEOCRYPTOLEPINE; CARBOLINES; INDOLE;
D O I：
10.3998/ark.5550190.0010.618
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
5-Methyl-5H-pyrrolo[2,3-c]quinoline and 4-methyl-4H-pyrrolo[2,3-c]isoquinoline have been synthesized via a domino condensation - Heck cyclisation of, respectively, 4-bromoquinolin-3-amine or 4-bromoisoquinolin-3-amine and acetaldehyde. Selective methylation of the tricyclic skeletons yielded the title compounds 5-methyl-5H-pyrrolo[2,3-c] quinoline and 4-methyl-4H-pyrrolo[2,3-c] isoquinoline.
引用
收藏
页码：174 / 182
页数：9
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