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September 12, 2025Advanced Synthesis & Catalysis3 citations

Generation of Sulfonated Benzod1,3oxazines from Thianthrenium Salts and Sodium Hydrogen Sulfite

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LCLe ChenXWXinhua WangGLGang Liu

Key Points

  • Sulfonated benzo[1,3]oxazines are produced with good yields under light irradiation and broad functional group tolerance.
  • Sodium hydrogen sulfite acts as a sulfur dioxide surrogate, enhancing the reaction process with thianthrenium salts.
  • The proposed radical pathway indicates an innovative method of sulfur dioxide insertion related to the sulfur source.
  • Copper catalysis and photocatalysis are key factors in facilitating the successful generation of these compounds.

Abstract

Under light irradiation, a reaction of N ‐(2‐(prop‐1‐en‐2‐yl)phenyl)benzamides, thianthrenium salts and sodium hydrogen sulfite under copper catalysis and photocatalysis is developed. Diverse sulfonated benzo d 1,3oxazines are generated in good yields with broad functional group tolerance by using sodium hydrogen sulfite as the sulfur dioxide surrogate. During the reaction process, a radical pathway with the insertion of sulfur dioxide is proposed.

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Cite This Study

Chen et al. (2025) studied this question.

synapsesocial.com/papers/68d44b3831b076d99fa54b3ehttps://doi.org/10.1002/adsc.70115
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