N-alkylsulfonylamidines of α-ketoacids 3 bearing both a carbonyl group and at least one H-atom near to the SO2 group give easily an intramolecular ring-closure reaction by action of potassium t-butoxide producing the 3-amino-4,5-dihydro-4-hydroxy-isothiazole S,S-dioxides 4. Compounds 4 are transformed by thionyl chloride into the corresponding chloro-derivatives 5 which in turn are dehydrochlorinated by potassium carbonate to substituted 3-amino-isothiazole S,S-dioxides 6.
N-Sulfonylamidines. Part IV. Intramolecular cyclization of N-sulfonylamidines of 2-oxoacids: A new synthesis of 3-aminoisothiazole S,S-dioxides / F. Clerici, G. Marazzi, M. Taglietti. - In: TETRAHEDRON. - ISSN 0040-4020. - 48:15(1992), pp. 3227-3238.
N-Sulfonylamidines. Part IV. Intramolecular cyclization of N-sulfonylamidines of 2-oxoacids: A new synthesis of 3-aminoisothiazole S,S-dioxides
F. ClericiPrimo
;
1992
Abstract
N-alkylsulfonylamidines of α-ketoacids 3 bearing both a carbonyl group and at least one H-atom near to the SO2 group give easily an intramolecular ring-closure reaction by action of potassium t-butoxide producing the 3-amino-4,5-dihydro-4-hydroxy-isothiazole S,S-dioxides 4. Compounds 4 are transformed by thionyl chloride into the corresponding chloro-derivatives 5 which in turn are dehydrochlorinated by potassium carbonate to substituted 3-amino-isothiazole S,S-dioxides 6.Pubblicazioni consigliate
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