Synthesis of sulfones in the pyrrolo[2,1-b]thiazole series

被引:12
|
作者
Tverdokhlebov, AV
Andrushko, AP
Tolmachev, AA
机构
[1] Enamine Ltd, UA-01103 Kiev, Ukraine
[2] Kiev Natl Taras Shevchenko Univ, UA-01033 Kiev, Ukraine
来源
SYNTHESIS-STUTTGART | 2006年 / 9卷 / 09期
关键词
alkylations; nitriles; pyrrolo[2,1-b]thiazoles; sulfones; Vilsmeier complexes;
D O I
10.1055/s-2006-926438
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(Arylsulfonyl)acetonitriles were shown to react with mercaptoacetic acid in refluxing pyridine yielding 2-[(arylsulfonyl)methylidene]thiazolidin-4ones. The latter underwent alkylation with alpha-bromoketones in the presence of K2CO3 selectively at the nitrogen atom. Further formylation of the resulting phenacyl derivatives with excess (DMFPOCl3)-P-. complex afforded 5-aroyl-7-aryl-sulfonyl-2-[(dimethylamino)methylidene]pyrrolo[2, 1-b]thiazol-3(2H)-ones.
引用
收藏
页码:1433 / 1436
页数:4
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