6533b833fe1ef96bd129c3e6

RESEARCH PRODUCT

Visible-light-accelerated amination of quinoxalin-2-ones and benzo[1,4]oxazin-2-ones with dialkyl azodicarboxylates under metal and photocatalyst-free conditions.

Jaume Rostoll-berenguerCarlos VilaJosé R. PedroMurta Capella-argenteGonzalo Blay

subject

Reaction conditions010405 organic chemistryOrganic Chemistry010402 general chemistry01 natural sciencesBiochemistry0104 chemical sciencesMetalchemistry.chemical_compoundQuinoxalinechemistryvisual_artPhotocatalysisvisual_art.visual_art_mediumAminalOrganic chemistryPhysical and Theoretical ChemistryQuímica orgànicaDivergent synthesisAminationVisible spectrum

description

A direct sp3 C-H amination of cyclic amines (dihydroquinoxalinones and dihydrobenzoxazinones) with dialkyl azo dicarboxylates accelerated by visible-light irradiation under metal and photocatalyst-free conditions is described. This protocol features very mild reaction conditions for the synthesis of aminal quinoxaline and benzoxazine derivatives with good to high yields (up to 99%). These aminal derivatives respresent versatile building blocks for the divergent synthesis of quinoxalin-2-one derivatives.

10.1039/d1ob01157jhttps://pubmed.ncbi.nlm.nih.gov/34231626