Pd-catalyzed intramolecular cyclization of pyrrolo-2-carboxamides: regiodivergent routes to pyrrolo-pyrazines and pyrrolo-pyridines |
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Authors: | Egle M Beccalli Michela Martinelli |
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Institution: | a Istituto di Chimica Organica ‘A. Marchesini’, Facoltà di Farmacia, Università di Milano, via Venezian 21, 20133 Milano, Italy b Dipartimento di Scienze Chimiche e Ambientali, Università dell'Insubria, via Valleggio 11, 22100 Como, Italy |
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Abstract: | Treatment of N-alkyl-N-allyl-pyrrolo-2-carboxamides with catalytic amounts of palladium derivatives gave regioselectively intramolecular cyclizations to generate bicyclic pyrrolo-fused structures. Pyrrolo1,2-a]pyrazin-1-ones were achieved in high yields by an amination reaction, while pyrrolo2,3-c]pyridin-7-ones and pyrrolo3,2-c]pyridin-4-ones were obtained by an oxidative coupling process. |
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Keywords: | Amination Fused-pyrrole system Cyclization reactions Palladium Regioselectivity |
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