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

• DOI: 10.1021/acs.joc.6b02426
• Publication Date: 2016-12-27T18:36:47Z
• Authors: Mayca del Río; Fernando Lobo; J. Cristobal López; Ainhoa Oliden; Jorge Bañuelos; Iñigo López-Arbeloa; Inmaculada Garcia...; Ana M. Gómez
• Keywords: 01 natural sciences; 0104 chemical sciences

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.