BCl3‑Activated Synthesis of COO-BODIPY Laser Dyes: General Scope and High Yields under Mild Conditions
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2020
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ACS
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Ray C, Schad C, Moreno F, Maroto BL, Bañuelos J, Arbeloa T, García-Moreno I, Villafuerte C, Muller G, De La Moya S. BCl3 -Activated Synthesis of COO-BODIPY Laser Dyes: General Scope and High Yields under Mild Conditions. J Org Chem 2020; 85: 4594–4601. [DOI: 10.1021/acs.joc.9b03059]
Abstract
A general and straightforward method for the synthesis of COO-BODIPYs from F-BODIPYs and carboxylic acids is established. The method is based on the use of boron trichloride to activate the involved substitution of fluorine, which leads to high yields through rapid reactions under soft conditions. This mild method opens the way to unprecedented laser dyes with outstanding efficiencies and photostabilities, which are difficult to obtain by the current methods.