Preparation of 2-Aryl-3-silyl- and 2-Aryl-3-germyl-1,3-butadienes via Arylnickelation and Zinciomethylation

Abstract
Benzyl 3-silyl(or germyl)propargyl ether, aryl iodide, and bis(iodozincio)methane were assembled in the presence of a nickel catalyst to efficiently give 2-aryl-3-silyl(germyl)-1,3-butadienes via arylnickelation, zinciomethylation, and 1,4-elimination of zinc benzyloxide. As a ligand, an electron-deficient phosphine such as tris(2-furyl)phosphine was effective.
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