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Synthesis of benzoisothiazol-3-ones

Recent Literature


In a copper-catalyzed synthesis of benzo[d]isothiazol-3(2H)-ones and N-acyl-benzothiazetidine by intramolecular dehydrogenative cyclization, a new nitrogen-sulfur bond is formed by N-H/S-H coupling. The present reaction tolerates various functional groups and gives products in gram scale.
Z. Wang, Y. Kuninobu, M. Kanai, J. Org. Chem., 2013, 78, 7337-7342.


While an N-S bond coupling/oxidation cascade of N-(2-mercaptophenyl)-N'-substituted ureas provides benzothiadiazin-3-one 1-oxides; the transformation of 2-mercaptobenzamides only occurs via N-S bond coupling to access benzisothiazol-3-ones in good yields. The photochemical syntheses offer mild conditions, excellent chemoselectivity, and functional group compatibility.
H. Li, Z. Xiong, S. Sheng, J. Chen, J. Org. Chem., 2023, 88, 16949-16959.