Selective and efficient access to ortho, meta and para ring-substituted phenylacetylene derivatives R-[C CC 6 H 4] xY (Y: H, NO 2, CN, I, NH 2)

O Lavastre, S Cabioch, PH Dixneuf, J Vohlidal

Index: Lavastre, Olivier; Cabioch, Sandrine; Dixneuf, Pierre H.; Vohlidal, Jiri Tetrahedron, 1997 , vol. 53, # 22 p. 7595 - 7604

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Citation Number: 74

Abstract

ortho, meta and para isomers of iodo and amino ring-substituted phenylacetylene as well as rod-like arylacetylene derivatives were prepared by a simple synthetic route involving three consecutive reactions: the palladium-catalysed carbon-carbon bond formation, the Sandmeyer reaction and the desilylation of the protected trimethylsilylalkynes.