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

2016; American Chemical Society; Volume: 82; Issue: 2 Linguagem: Inglês

10.1021/acs.joc.6b02426

1520-6904

Mayca del Río, Fernando Lobo, J. Cristóbal López, Ainhoa Oliden‐Sánchez, Jorge Bañuelos, Íñigo López‐Arbeloa, Inmaculada García‐Moreno, Ana M. Gómez,

Porphyrin and Phthalocyanine Chemistry

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.