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Paper | Regular issue | Vol 41, No. 12, 1995, pp.2737-2744
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7196
Synthesis of 2-Substituted Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-Dioxides

Victor Martinez-Merino,* Maria J. Gil, Jose M. Zabalza, and Alberto Gonzalez

*Departamento de Química, Universidad Pública de Navarra, 31006 Pamplona, Spain

Abstract

The isothiazole[5,4-b]pyridin-3(2H)-one 1,1-dioxides (3a-g) were prepared from the corresponding isothiazolo[5,4-b]pyridin-3(2H)-ones (1a-g) by means of an oxidation with oxone® (KHSO5) and sodium hypochlorite (NaOCl) in two steps. The influence of the substituents (R), in position 2 of this system, on the oxidation process was studied. While the oxidation of 1a-g with 3-chloroperoxybenzoic acid gave yields of 3a-g depending greatly on the nature of R, the combined KHSO5/NaOCl method gave good yields of 3a-g in all of the cases studied.