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  • Title: Photoredox-Catalyzed Intramolecular Aminodifluoromethylation of Unactivated Alkenes.
    Author: Zhang Z, Tang X, Thomoson CS, Dolbier WR.
    Journal: Org Lett; 2015 Jul 17; 17(14):3528-31. PubMed ID: 26120767.
    Abstract:
    A photoredox catalyzed aminodifluoromethylation of unactivated alkenes has been developed in which HCF2SO2Cl is used as the HCF2 radical source. Sulfonamides were active nucleophiles in the final step of a tandem addition/oxidation/cyclization process to form pyrrolidines, and esters were found to cyclize to form lactones. Thus, a variety of pyrrolidines and lactones were obtained in moderate to excellent yield. In order for the cyclization reactions to be efficient, a combination of a copper catalyst (Cu(dap)2Cl) and silver carbonate was crucial to suppressing a competing chloro, difluoroalkylation process.
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