An efficient Cu(II)-catalyzed direct C–H trifluoromethylation of pyrrolo[1,2-a]quinoxalines with CF3SO2Na in the presence of K2S2O8 as an oxidant has been developed. A variety of C1-trifluoromethylated pyrrolo[1,2-a]quinoxalines can be obtained with moderate to good yields. Broad substrate range, excellent regioselectivity, and gram-scale synthesis are key features of this reaction. The further modification of the trifluoromethylated product is also investigated. Controlled experiments showed that the trifluoromethylation process may involve a CF3-radical mechanism.

Cu-catalyzed direct C1–H trifluoromethylation of pyrrolo[1,2-a]quinoxalines

Li C.;Vaccaro L.;
2022

Abstract

An efficient Cu(II)-catalyzed direct C–H trifluoromethylation of pyrrolo[1,2-a]quinoxalines with CF3SO2Na in the presence of K2S2O8 as an oxidant has been developed. A variety of C1-trifluoromethylated pyrrolo[1,2-a]quinoxalines can be obtained with moderate to good yields. Broad substrate range, excellent regioselectivity, and gram-scale synthesis are key features of this reaction. The further modification of the trifluoromethylated product is also investigated. Controlled experiments showed that the trifluoromethylation process may involve a CF3-radical mechanism.
2022
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/1574375
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