CO₂-promoted photocatalytic aryl migration from nitrogen to carbon for switchable transformation of N-arylpropiolamides.

ABSTRACT: Photocatalytic N-to-C aryl migration allows for quick construction of highly useful amide derivatives from readily available compounds. By developing the reactions of sodium sulfinates with the N-aryl-propiolamides, we herein demonstrate that the CO₂-promoted visible-light-induced method enables a large variety of aryl groups on nitrogen atoms of the N-arylamides to undergo efficient aryl migration from N atom to C atom to synthesize tetra- and tri-substituted alkenyl amides selectively. 1,4-N-to-C aryl migration is a key step in this transformation which is achieved through photocatalytic radical-polar crossover pathway. The protocol exhibits the remarkably tolerant of the electronic properties of the migrating aryl substituent, as both electron-rich and -poor arenes are compat

SUBMITTER: Liu G 

PROVIDER: S-EPMC11584665 | biostudies-literature | 2024 Nov

REPOSITORIES: biostudies-literature