Litcius/Paper detail

Visible-Light-Mediated Generation of Acyl Radicals from Triazine Esters

Tao Wang, Yuan-Yuan Zong, Wan-Zhong Feng, Li‐Zhu Wu, Qiang Liu

2023The Journal of Organic Chemistry11 citationsDOI

Abstract

Acyl radicals are significant synthetic active species in organic synthesis. However, their generation via green and compatible methods remains challenging. Herein, we report an unprecedented visible-light-mediated approach for generating aryl acyl radicals from readily available triazine esters. This protocol with mild and redox-neutral conditions affords a diverse array of oxindoles attached to alcohol groups in a single operation. The recycling of leaving groups and a range of visible-light-mediated reactions using triazine ester as an acyl radical precursor demonstrate the synthetic potential of this methodology.

Topics & Concepts

RadicalChemistryVisible spectrumTriazineCombinatorial chemistryAlcoholArylPhotochemistryAryl radicalRedoxOrganic chemistryMaterials scienceOptoelectronicsAlkylRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods