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Gold-silver catalyzed straightforward one pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-ones
P-O Delaye1, J Petrignet, E Thiery
1Laboratoire Infectiologie Santé Publique - Equipe de Recherche et Innovation en Chimie Médicinale, UMR-UFR INRA 1282, Faculté des Sciences et Techniques de Tours, Parc de Grandmont, 37200 Tours, France. jerome.thibonnet@univ-tours.fr.
Abstract:
Pyrano[3,4-b]pyrrol-7(1H)-one is a bicyclic structure that is rarely described in the literature but is found in numerous polycyclic natural products as lamellarins. This work presents a one-pot synthesis of pyrano[3,4-b]pyrrol-7(1H)-one substituted in the 2- and 5-position. The reaction proceeds via a one-pot two step 5-endo-dig and 6-endo-dig cyclization catalyzed by a cationic gold complex with high regioselectivity.
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