Synthesis of novel tricyclic pyrimido[4,5-b][1,4]benzothiazepines via Bischler-Napieralski-type reactions

被引:61
作者
Fu, RZ [1 ]
Xu, XX [1 ]
Dang, Q [1 ]
Bai, X [1 ]
机构
[1] Jilin Univ, Ctr Combinatorial Chem & Drug Discovery, Changchun 130012, Jilin, Peoples R China
关键词
D O I
10.1021/jo051873k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel tricyclic pyrimido[4,5-b] [1,4]benzothiazepines were readily prepared from 5-amino-4,6-bis(arylthio)pyrimidines and carboxylic acids via Bischler-Napieralski-type reactions. The 6-aryl sulfide group of the resulting pyrimido [4,5-b] [1,4]benzothiazepines could be selectively oxidized to its corresponding sulfoxide, which underwent facile substitution reactions when treated with nucleophiles such as an amine. This synthetic strategy provides an efficient way to access a library of novel heterocyclic compounds that are of interest in drug discovery.
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页码:10810 / 10816
页数:7
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