Gold-catalyzed synthesis of 1H-isochromene-4-carbaldehydes via oxidative cascade cyclization

An efficient gold-catalyzed formation of indenylidene-derived 1H-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-O-silanes was developed under mild reaction conditions. In this reaction, gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition and then 5-endo-dig cyclization took place regioselectively. The indenylidene-derived isochromene-4-carbaldehydes were synthesized in moderate to very good yields via the formation of new C-C and C-O bonds in one pot.

Automated summary

Efficient gold-catalyzed formation of indenylidene-derived 1H-isochromene-4-carbaldehydes from substituted 1,5,10-triyne-O-silanes was achieved under mild reaction conditions. The reaction involved gold-catalyzed selective oxidation, 1,2-migration, nucleophilic addition, and 5-endo-dig cyclization, leading to the synthesis of the desired products in moderate to very good yields via the formation of new C-C and C-O bonds in one pot.