Organophotoredox‐Catalyzed Decarboxylative N‐Alkylation of Sulfonamides
Masanari Nakagawa, Kazunori Nagao, Zenichi Ikeda, Matthew Reynolds, Ignacio Ibáñez, Junsi Wang, Norihito Tokunaga, Yusuke Sasaki, Hirohisa Ohmiya
Abstract
Abstract We developed an organophotoredox‐catalyzed reaction for N‐alkylation of sulfonamides with aliphatic carboxylic acid‐derived redox active esters as alkylating reagents. Under mild and transition metal‐free conditions, a series of functionalized N‐alkylated sulfonamides were prepared. This protocol also enabled the functionalization of pharmaceutical drugs bearing a sulfonamide or carboxylic acid moiety. This radical‐mediated process allowed the assembly of three components including sulfonamides, redox active esters, and alkenes to yield complex sulfonamides in a one‐pot manner.
Topics & Concepts
AlkylationChemistrySulfonamideMoietyReagentCatalysisOrganic chemistryCombinatorial chemistryCarboxylic acidYield (engineering)RedoxMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesAsymmetric Hydrogenation and Catalysis