Selective Oxidation of Benzo[<i>d</i>]isothiazol-3(2<i>H</i>)-Ones Enabled by Selectfluor
Qin Li,
Dan Yuan,
Chong Liu,
Faith Herington,
Ke Yang,
Haibo Ge
Affiliations
Qin Li
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Dan Yuan
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Chong Liu
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409, USA
Faith Herington
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409, USA
Ke Yang
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
Haibo Ge
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409, USA
A metal-free and Selectfluor-mediated selective oxidation reaction of benzo[d]isothiazol-3(2H)-ones in aqueous media is presented. This novel strategy provides a facile, green, and efficient approach to access important benzo[d]isothiazol-3(2H)-one-1-oxides with excellent yields and high tolerance to various functional groups. Furthermore, the purification of benzoisothiazol-3-one-1-oxides does not rely on column chromatography. Moreover, the preparation of saccharine derivatives has been achieved through sequential, double oxidation reactions in a one-pot aqueous media.