We report herein the first example of the silver triflate catalysed synthesis of 1,3-dicarbo-substituted isochromene derivatives starting from 2-alkynyl(hetero)arylaldehydes and enolizable ketones. The reaction proceeds in a cascade fashion under mild heating with complete regioselectivity and moderate-to-good yields. In some cases, the reaction gives unexpected homodimeric products. Two competitive mechanistic paths for the formation of the desired isochromene derivatives and the homodimeric products are described.

Dell'Acqua, M., Pirovano, V., Peroni, S., Tseberlidis, G., Nava, D., Rossi, E., et al. (2017). Silver Catalyzed Domino Approach to 1,3-Dicarbosubstituted Isochromenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017(11), 1425-1433 [10.1002/ejoc.201601602].

Silver Catalyzed Domino Approach to 1,3-Dicarbosubstituted Isochromenes

Tseberlidis, G;
2017

Abstract

We report herein the first example of the silver triflate catalysed synthesis of 1,3-dicarbo-substituted isochromene derivatives starting from 2-alkynyl(hetero)arylaldehydes and enolizable ketones. The reaction proceeds in a cascade fashion under mild heating with complete regioselectivity and moderate-to-good yields. In some cases, the reaction gives unexpected homodimeric products. Two competitive mechanistic paths for the formation of the desired isochromene derivatives and the homodimeric products are described.
Articolo in rivista - Articolo scientifico
Alkynes; Domino reactions; Heterocycles; Reaction mechansims; Silver;
English
1425
1433
9
Dell'Acqua, M., Pirovano, V., Peroni, S., Tseberlidis, G., Nava, D., Rossi, E., et al. (2017). Silver Catalyzed Domino Approach to 1,3-Dicarbosubstituted Isochromenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017(11), 1425-1433 [10.1002/ejoc.201601602].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/396499
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