A mild and efficient synthesis of 3-Aminosubstituted Isothiazole S-Oxides and their 5-Sulfanylsubstituted derivatives
Articolo
Data di Pubblicazione:
2008
Citazione:
A mild and efficient synthesis of 3-Aminosubstituted Isothiazole S-Oxides and their 5-Sulfanylsubstituted derivatives / A. Casoni, F. Clerici, A. Contini, S. Pellegrino, A. Sala. - In: LETTERS IN ORGANIC CHEMISTRY. - ISSN 1570-1786. - 5:8(2008), pp. 623-627.
Abstract:
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.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Isothiazoles; Nucleophilic reactions; Oxidation; S-oxides
Elenco autori:
A. Casoni, F. Clerici, A. Contini, S. Pellegrino, A. Sala
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