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A new strategy to construct a CC–CF3 subunit via CuBr-catalyzed domino reaction of homopropargyl amines: an efficient synthesis of trifluoromethyl containing building blocks 4-trifluoromethyl-2,3-dihydro-pyrroliums†‡
Guang-Cun Ge,Xiao-Jun Huang,Chang-Hua Ding,Shi-Li Wan,Li-Xin Dai
Chemical Communications Pub Date : 01/27/2014 00:00:00 , DOI:10.1039/C3CC49059A
Abstract

A new strategy for the construction of a C[double bond, length as m-dash]C–CF3 subunit has been developed via CuBr-catalyzed domino cyclization–trifluoromethylation of homopropargyl amines with Umemoto's reagent. 4-Trifluoromethyl-2,3-dihydro-pyrroliums were produced in high yields. The usefulness of these products has been demonstrated by the transformation of them into various other trifluoromethylated molecules.

Graphical abstract: A new strategy to construct a C [[double bond, length as m-dash]] C–CF3 subunit via CuBr-catalyzed domino reaction of homopropargyl amines: an efficient synthesis of trifluoromethyl containing building blocks 4-trifluoromethyl-2,3-dihydro-pyrroliums
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