Castro-Stephens Coupling (Stephens-Castro Coupling) (Castro Reaction)

C. E. Castro, R. D. Stephens, J. Org. Chem. 28, 2163 (1963); R. D. Stephens, C. E. Castro, ibid. 3313; A. M. Sladkov et al., Bull. Acad. Sci. USSR Div. Chem. Sci. 1963, 2043.

The coupling of cuprous acetylides with aryl halides to yield arylacetylenes:

Synthetic applications: J. D. Kinder et al., Synlett 1993, 149; J. Kabbara et al., Synthesis 1995, 299; M. S. Yu et al., Tetrahedron Lett. 39, 9347 (1998). Early reviews: G. H. Posner, Org. React. 22, 253-400 passim (1975); A. M. Sladkov, I. R. Gol'ding, Russ. Chem. Rev. 48, 868-896 (1979). Cf. Glaser Coupling.