A Mild and Efficient Synthesis of 3-Aminosubstituted Isothiazole S-Oxides and their 5-Sulfanylsubstituted Derivatives

被引：3

作者：

Casoni, Alessandro

Clerici, Francesca ^{[1
]}

Contini, Alessandro

Pellegrino, Sara

Sala, Alessandro

机构：

[1] Univ Milan, Fac Farm, Ist Chim Organ A Marchesini, I-20133 Milan, Italy

来源：

LETTERS IN ORGANIC CHEMISTRY | 2008年 / 5卷 / 08期

关键词：

Isothiazoles; oxidation; nucleophilic reactions; S-oxides;

D O I：

10.2174/157017808786857534

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The present paper describes a mild and efficient method to synthesize 3-aminosubstituted isothiazole sulfoxides taking advantage of arylsulfonyloxaziridines. The reactivity of the resulting isothiazole sulfoxides toward sulfur nucleophiles has been studied and resulted in the formation of 5-sulfanylsubstituted isothiazoles in a fully diastereoselective way. From 3-benzylamino-5-chloro isothiazole S-oxide an addition-elimination reaction took place affording smoothly the corresponding unsaturated 5-sulfanyl derivatives.

引用

收藏

页码：623 / 627

页数：5

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