Abstract

A σ-bond between sp 2 - and sp -carbon centers can be formed either by vinylation of a 1-alkyne or an organometallic alkynyl, or by alkynylation of a vinyl organometallic reagent. 1–3 Several copper(I) alkynides undergo successful coupling reactions with halogen compounds in which the halogen is linked to an sp 2 -carbon center (vinylic, allenic, aromatic and heteroaromatic carbon). In all cases, however, a stoichiometric amount of a copper(I) salt appears to be necessary, which makes the synthesis less attractive for performance on a large scale. 4–6

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