Sugihara, Naoki; Suzuki, Kensuke; Nishimoto, Yoshihiro; Yasuda, Makoto published the artcile< Photoredox-Catalyzed C-F Bond Allylation of Perfluoroalkylarenes at the Benzylic Position>, Name: 3-Fluoro-4-iodobenzonitrile, the main research area is pperfluoroalkylarene allylic stannane defluoroallylation iridium photoredox catalyst.
Site-selective and direct C-F bond transformation of perfluoroalkylarenes was achieved with allylic stannanes via an iridium photoredox catalyst system. The present defluoroallylation proceeds exclusively at the benzylic position through perfluoroalkyl radicals generated by a single-electron transfer from an excited photoredox catalyst to perfluoroalkylarenes. A variety of perfluoroalkyl groups are applicable: linear perfluoroalkyl-substituted arenes such as Ar-nC4F9 and Ar-nC6F13 and heptafluoroisopropylarenes (Ar-CF(CF3)2) underwent site-selective defluoroallylation. DFT calculation studies revealed that the in situ generated Bu3SnF traps F- to prevent a retroreaction from the unstable perfluoroalkyl radical intermediate, and the radical intermediate favorably reacts with allylic stannanes. The synthesis of a bis(trifluoromethyl)methylene unit containing compound, which is an analog that is useful as a pharmaceutical agent for the prophylaxis or treatment of diabetes and inflammatory diseases, demonstrated the utility of this reaction.
Journal of the American Chemical Society published new progress about Allylation (defluoro-. 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Name: 3-Fluoro-4-iodobenzonitrile.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com