European Journal of Organic Chemistry p. 1425 - 1433 (2017)
Update date:2022-08-02
Topics:
Dell'Acqua, Monica
Pirovano, Valentina
Peroni, Stefano
Tseberlidis, Giorgio
Nava, Donatella
Rossi, Elisabetta
Abbiati, Giorgio
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.
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