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One-Pot Synthesis of Rotationally Restricted, Conjugatable, BODIPY Derivatives from Phthalides

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journal contribution
posted on 27.12.2016, 00:00 by Mayca del Río, Fernando Lobo, J. Cristobal López, Ainhoa Oliden, Jorge Bañuelos, Iñigo López-Arbeloa, Inmaculada Garcia-Moreno, Ana M. Gómez
O-Ethylation of phthalides with Meerwein’s reagent followed by reaction of the ensuing salts with pyrrole, results in the formation of 5-alkoxy-5-phenyl dipyrromethane derivatives, which function as ready precursors of ortho-substituted 8-aryl BODIPY derivatives by reaction with borontrifluoride etherate, an overall process that can be carried out in a one-pot operation.