Platinum-catalyzed reactions of 2,3-bis(dimethylsilyl)pyridine with mono- and di-substituted alkynes

The synthesis and platinum-catalyzed reactions of 2,3-bis(dimethylsilyl)pyridine (1) are described. The reaction of 1 with diphenylacetylene in the presence of a platinum catalyst gave the corresponding six-membered ring compound arising from dehydrogenative double silylation of the alkyne. Similar reactions of 1 with monosubstituted acetylenes such as tert-butylacetylene, 1-hexyne, and phenylacetylene proceeded to give regioisomers of cyclic products.

Automated summary

The synthesis and platinum-catalyzed reactions of 2,3-bis(dimethylsilyl)pyridine are discussed, including the formation of a six-membered ring compound from dehydrogenative double silylation of diphenylacetylene. Reactivity towards monosubstituted acetylenes such as tert-butylacetylene, 1-hexyne, and phenylacetylene also leads to the formation of regioisomers of cyclic products.