biostudies-literatureShreiber STDivision of ChemistryMerck KGaANational Institute of General Medical SciencesNIGMS NIH HHS8542-8546https://www.ebi.ac.uk/biostudies/studies/S-EPMC10414767biostudies-literatureUnknown24(46)An aryl disulfide mediated C-F bond activation of the trifluoromethyl group to generate valuable <i>gem-</i>difluoroalkylindoles is described. This method relies on readily available commodity reagents under mild reaction conditions and represents the first transition-metal-free redox-neutral C-F bond activation strategy. The reaction employs various substituted indoles and α-fluoro-substituted esters. Further, this mode of C-F activation was also amenable to the activation of trifluoromethylated arenes for the preparation of <i>bis</i>-benzylic <i>gem</i>-difluoromethylenes between indole and arene substructures, providing access to a unique chemical space.Organic lettersVisible-Light-Induced C-F Bond Activation for the Difluoroalkylation of Indoles.PMC104147673R01GM087605-06S1R01 GM087605NSF CHE-1827457RG2020R01 GM118510R35 GM131680R35 GM 1316803R01GM118510-03S1Granados ACampbell MWPatel SMolander GAShreiber STMatsuo BMajhi JfalseVisible-Light-Induced C-F Bond Activation for the Difluoroalkylation of Indoles.An aryl disulfide mediated C-F bond activation of the trifluoromethyl group to generate valuable <i>gem-</i>difluoroalkylindoles is described. This method relies on readily available commodity reagents under mild reaction conditions and represents the first transition-metal-free redox-neutral C-F bond activation strategy. The reaction employs various substituted indoles and α-fluoro-substituted esters. Further, this mode of C-F activation was also amenable to the activation of trifluoromethylated arenes for the preparation of <i>bis</i>-benzylic <i>gem</i>-difluoromethylenes between indole and arene substructures, providing access to a unique chemical space.2022-01-01T00:00:00Z2022 Nov2025-04-04T14:30:13.575Z2025-04-04T14:30:13.575ZS-EPMC104147673637386010.1021/acs.orglett.2c03549