Login / Signup

Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides.

Jie LuoMichael RauchLiat AvramYehoshoa Ben-DavidDavid Milstein
Published in: Journal of the American Chemical Society (2020)
Direct hydrogenation of thioesters with H2 provides a facile and waste-free method to access alcohols and thiols. However, no report of this reaction is documented, possibly because of the incompatibility of the generated thiol with typical hydrogenation catalysts. Here, we report an efficient and selective hydrogenation of thioesters. The reaction is catalyzed by an acridine-based ruthenium complex without additives. Various thioesters were fully hydrogenated to the corresponding alcohols and thiols with excellent tolerance for amide, ester, and carboxylic acid groups. Thiocarbamates and thioamides also undergo hydrogenation under similar conditions, substantially extending the application of hydrogenation of organosulfur compounds.
Keyphrases
  • highly efficient
  • quantum dots
  • room temperature
  • reduced graphene oxide