Se-S dynamic exchange reaction: a strategy of highly efficient S-S bond cleavage for synthesizing benzothiazole derivatives.

Org Biomol Chem

College of Chemical Engineering, Inner Mongolia University of Technology, Inner Mongolia Engineering Research Center for CO2 Capture and Utilization, Key Laboratory of CO2 Resource Utilization at Universities of Inner Mongolia Autonomous Region, Hohhot 010051, China.

Published: December 2024

AI Article Synopsis

  • Researchers developed a new method for breaking S-S bonds using a Se-S dynamic exchange reaction with NaSe-disulfide.
  • This method was successfully applied to create benzothiazole derivatives, showing effective bond cleavage with lower amounts of the reagent needed.
  • The findings suggest that this metal selenide-disulfide interchange could be a useful technique for synthesizing various sulfur-containing compounds.

Article Abstract

We report a Se-S dynamic exchange reaction as a methodology for highly efficient S-S bond cleavage. In this study, a NaSe-disulfide dynamic exchange reaction has been demonstrated for the first time and the strategy has been employed in the preparation of benzothiazole derivatives, demonstrating highly efficient S-S bond cleavage, lowered dosage of the S-S bond cleaving reagent, good tolerance toward various substituents and excellent yields. It is envisaged that the concept of metal selenide-disulfide dynamic interchange reaction is a general avenue for synthesizing sulfur-containing heterocycles.

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Source
http://dx.doi.org/10.1039/d4ob01725kDOI Listing

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