Functionalisation of 2-(1-Naphthyl)-5-phenyl-1,3,4-oxadiazole with Alkoxysilanes

 

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Abstract

A short route for the synthesis of 2,5-diaryl-1,3,4-oxadiazoles with rigid connections to alkoxysilanes 7, 8, 9 via Heck reaction of the bromo compound 3 with vinylalkoxysilanes 4, 5, 6, and also via palladium-catalysed vinylation to the styrene 11 and cross-metathesis with vinyl silanes is described. An extension of the conjugated system to 14 is possible with silyl-substituted styrene 13.

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