Metal‐Free and Selective Synthesis of Benzo[ d ]Isothiazol‐3(2 H )‐Ones and Corresponding 1‐Oxides
Year: 2025
Type: article
Abstract: Metal‐free and selective synthesis of benzo[ d ]isothiazol‐3(2 H )‐ones and corresponding 1‐oxides has been developed. The use of NCS enables the formation of a diverse range of benzo[ d ]isothiazol‐3(2 H )‐ones from 2‐mercaptobenzamides in excellent yields. Furthermore, this protocol achieves cascade synthesis of the corresponding 1‐oxides by employing excess amounts of NCS or Selectfluor, which facilitates N─S bond formation followed by S═O bond generation. Additionally, mechanistic studies indicate that this strategy may involve disulfide intermediates. Notably, this approach offers a complementary method for accessing both benzo[ d ]isothiazol‐3(2 H )‐ones and their corresponding 1‐oxides.
DOI: 10.1002/ajoc.70241
Authors: Yongli He, Yong Huang, Ke Yang, Bindong Li
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4415935403