A simple and direct method to obtain 3-acyl-4-hydroxy-2-pyranone derivatives by the palladium-catalyzed carbonylation of α-chloroketones has been described. The methodology can be applied to a variety of aromatic and aliphatic ketones to afford valuable products from both a synthetic and a biological point of view. A mechanistic hypothesis involving an acylketene intermediate has also been proposed.
A direct synthesis of 3-acyl-4-hydroxy-2-pyranone derivatives via palladium-catalyzed carbonylation of α-chloroketones. A cascade reaction involving acylketenes / Perrone, Serena; Caroli, Antonio; Cannazza, Giuseppe; Granito, Catia; Salomone, Antonio; Troisi, Luigino. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 56:21(2015), pp. 2773-2776. [10.1016/j.tetlet.2015.04.032]
A direct synthesis of 3-acyl-4-hydroxy-2-pyranone derivatives via palladium-catalyzed carbonylation of α-chloroketones. A cascade reaction involving acylketenes
CANNAZZA, Giuseppe;
2015
Abstract
A simple and direct method to obtain 3-acyl-4-hydroxy-2-pyranone derivatives by the palladium-catalyzed carbonylation of α-chloroketones has been described. The methodology can be applied to a variety of aromatic and aliphatic ketones to afford valuable products from both a synthetic and a biological point of view. A mechanistic hypothesis involving an acylketene intermediate has also been proposed.
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