Additive-Free EDA Photochemical Arylative Trifluoromethylation of Enamides with Trifluoromethyl Benzothiazole Sulfones.

An additive-free trifluoromethylation-heteroarylation of enamides with trifluoromethyl heteroaryl sulfones via EDA photochemistry is reported. Under visible-light irradiation, diverse enamides and sulfones undergo efficient difunctionalization to afford CF-heteroaryl amides in moderate to excellent yields, without the need for photocatalysts or additives. Mechanistic studies support the formation of a photoexcited EDA complex that triggers C-S bond cleavage, generating CF and heteroaryl anions.

Visible-Light-Induced Synergistic W/Cr Catalyzed -Difluoroallylation of Unactivated Alkanes.

Currently, the scope of the Nozaki-Hiyama-Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr(III)-catalyzed NHK-type -difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance.

Organo-photoredox catalyzed -difluoroallylation of ketone-derived dihydroquinazolinones C(sp)-C bond and C(sp)-F bond cleavage.

An organo-photoredox catalyzed -difluoroallylation of both acyclic and cyclic ketone derivatives with α-trifluoromethyl alkenes has been demonstrated, thus giving access to a diverse set of -difluoroalkenes in moderate to high yields. Pro-aromatic dihydroquinazolinones can be either pre-formed or generated for ketone activation. This reaction is characterized by readily available starting materials, mild reaction conditions, and broad substrate scope.