Visible-Light-Induced, Catalyst-Free Radical Cross-Coupling Cyclization of <i>N</i>-Allylbromodifluoroacetamides with Disulfides or Diselenides
Zhipeng Ye, Peng‐Ju Xia, Fang Liu, Yuan‐Zhuo Hu, Dan Song, Jun‐An Xiao, Ping Huang, Hao‐Yue Xiang, Xiaoqing Chen, Hua Yang
Abstract
A visible-light-induced, catalyst-free radical cross-coupling cyclization of diselenides or disulfides with N-allylbromodifluoroacetamide has been developed. This developed protocol exhibits good functional group tolerance and affords a variety of 4-thio- and 4-seleno-substituted 3,3-difluoro-γ-lactams in moderate to good yields. Based on control experiments, a plausible radical–radical cross-coupling pathway is proposed.
Topics & Concepts
CatalysisChemistryThio-Coupling (piping)Functional groupVisible spectrumRadical cyclizationRadicalPhotochemistryCombinatorial chemistryPolymer chemistryStereochemistryOrganic chemistryMaterials scienceOptoelectronicsMetallurgyPolymerSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsFluorine in Organic Chemistry