HFIP-Assisted Single C−F Bond Activation of Trifluoromethyl Ketones using Visible-Light Photoredox Catalysis

dc.contributor.author	Ghosh, S.
dc.contributor.author	Qu, Z.-W.
dc.contributor.author	Pradhan, S.
dc.contributor.author	Ghosh, A.
dc.contributor.author	Grimme, S.
dc.contributor.author	Chatterjee, I.
dc.date.accessioned	2022-06-13T22:23:46Z
dc.date.available	2022-06-13T22:23:46Z
dc.date.issued	2022-06-14
dc.identifier.uri	http://localhost:8080/xmlui/handle/123456789/3495
dc.description.abstract	A visible light photoredox catalytic method for the selective cleavage of single strong C−F bond in trifluoromethyl ketones is reported. Single electron reduction of trifluoromethyl ketones generates difluoromethyl radicals which can be engaged in intermolecular C−C bond formation with N-methyl-N-arylmethacrylamides to furnish fluorine-containing oxindole derivatives in good yields. The reaction shows excellent chemoselectivity with good functional group tolerance under mild conditions. 1,1,1,3,3,3-Hexafluoroisopropanol (HFIP) as a solvent plays a critical role for the selective single C−F bond cleavage. High-level DFT calculations are depicted to shed light on the mechanism.	en_US
dc.language.iso	en_US	en_US
dc.subject	C−F bond activation	en_US
dc.subject	Density functional calculations	en_US
dc.subject	HFIP	en_US
dc.subject	Photoredox catalysis	en_US
dc.subject	α,α-difluoroketones	en_US
dc.title	HFIP-Assisted Single C−F Bond Activation of Trifluoromethyl Ketones using Visible-Light Photoredox Catalysis	en_US
dc.type	Article	en_US