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

Org Biomol Chem

Fluoro and Agrochemicals Department, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, India. and Academy of Scientific and Innovative Research, Ghaziabad, 201002, India.

Published: April 2021

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.

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http://dx.doi.org/10.1039/d1ob00066gDOI Listing

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