Cargando…

Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides

[Image: see text] Direct hydrogenation of thioesters with H(2) 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 repor...

Descripción completa

Detalles Bibliográficos
Autores principales: Luo, Jie, Rauch, Michael, Avram, Liat, Ben-David, Yehoshoa, Milstein, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7775745/
https://www.ncbi.nlm.nih.gov/pubmed/33332968
http://dx.doi.org/10.1021/jacs.0c10884
Descripción
Sumario:[Image: see text] Direct hydrogenation of thioesters with H(2) 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.