Photosensitized 1,2-Difunctionalization of Alkenes to Access β-Amino Sulfonamides.

Autor: Xiao ZL; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Xie ZZ; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Yuan CP; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Deng KY; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Chen K; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.; Xiangjiang Laboratory, Changsha 410205, China., Chen HB; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.; Jiangxi Time Chemical Company, Ltd., C Park of Jinxi Xiangliao Industry, Fuzhou 344800, P. R. China., Xiang HY; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China., Yang H; College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.; Xiangjiang Laboratory, Changsha 410205, China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Mar 15; Vol. 26 (10), pp. 2108-2113. Date of Electronic Publication: 2024 Mar 05.
DOI: 10.1021/acs.orglett.4c00432
Abstrakt: A metal-free photosensitized 1,2-imino-sulfamoylation of olefins by employing a tailor-made sulfamoyl carbamate as the difunctionalization reagent has been established. This protocol exhibits versatility across a broad substrate scope, including aryl and aliphatic alkenes, leading to the synthesis of diverse β-imino sulfonamides in moderate to good yields. This method is characterized by its metal-free reaction system, mild reaction conditions, excellent regioselectivity, and high atom economy, serving as a promising platform for the preparation of β-amino sulfonamide-containing molecules, particularly in the context of drug discovery.
Databáze: MEDLINE