Tetrahedron Letters p. 8565 - 8568 (1995)
Update date:2022-08-11
Topics:
Johnson
Johnson, David K.
Ciavarri
Ciavarri, Jeffrey P.
Ishmael
Ishmael, Faoud T.
Schillinger
Schillinger, Kurt J.
Van Geel
Van Geel, Thomas A. P.
Stratton
Stratton, Stephen M.
A comparative study of Li2CuCl4 vs. Li2CuCl2 mediated mono-coupling reactions of dihalide substrates with allylmagnesium bromide is reported. Higher yields were obtained with Li2CuCl3 and the following trends in halide reactivity were observed. Br > Cl for alkyl, aryl, and thiophenyl dihalides; and benzyl halide > phenyl halide. Utilizing these trends, a symmetrical coupling procedure for alkyl, aryl, benzyl, and thiophenyl dihalides, simply carried out by combining the dihalide with metallic magnesium and Li2CuCl4 is reported.
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