Organoelectrophotocatalytic Generation of Acyl Radicals from Formamides and Aldehydes: Access to Acylated 3-CF<sub>3</sub>-2-Oxindoles
Hong He, Qinhui Wan, Zhong‐Wei Hou, Quan Zhou, Lei Wang
Abstract
Organoelectrophotocatalytic generation of acyl radicals from formamides and aldehydes to synthesize acylated 3-CF 3 -2-oxindoles has been developed. This protocol features a monocatalytic system using 9,10-phenanthrenequinone (PQ) both as a catalyst and as a hydrogen atom transfer (HAT) reagent, which avoids the use of an external HAT reagent, metal reagent, and oxidant. A variety of acylated 3-CF 3 -2-oxindoles have been obtained in satisfactory yields from CF 3 -substituted N -arylacrylamides via a tandem radical cyclization.
Topics & Concepts
FormamidesChemistryReagentRadicalCatalysisCombinatorial chemistryTandemHydrogen atomOrganic chemistryAlkylComposite materialMaterials scienceRadical Photochemical ReactionsFluorine in Organic ChemistrySulfur-Based Synthesis Techniques