FormylBODIPYs by PCC-Promoted Selective Oxidation of α-MethylBODIPYs. Synthetic Versatility and Applications

Ramos Torres, Ágata; Avellanal Zaballa, Edurne; Prieto Castañeda, Alejandro; García Garrido, Fernando; Bañuelos Prieto, Jorge; Rodríguez Agarrabeitia, Antonia; Ortíz García, María Josefa

FormylBODIPYs by PCC-Promoted Selective Oxidation of α-MethylBODIPYs. Synthetic Versatility and Applications

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Agarrabeitia_2019_ACS-acs.orglett.9b01465.pdf (1.06 MB)

Official URL

http://pubs.acs.org/doi/abs/10.1021/acs.orglett.9b01465

Publication date

2019

Authors

Ramos Torres, Ágata

Avellanal Zaballa, Edurne

Prieto Castañeda, Alejandro

García Garrido, Fernando

Bañuelos Prieto, Jorge

Rodríguez Agarrabeitia, Antonia

Ortíz García, María Josefa

Publisher

ACS (American Chemical Society)

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URI

https://hdl.handle.net/20.500.14352/13538

Abstract

An efficient synthesis of formylBODIPYs has been established based on an oxidation with PCC of 3-methylBODIPYs. It has been demonstrated that this reagent can oxidize methyl groups at such position of the BODIPY core, regardless of its substitution pattern. Moreover, through this procedure it is possible to synthesize 8-aryl-3,5-diformylBODIPYs, which are otherwise difficult to obtain. These precursors have been functionalized to develop fluorescent sensors of amino acids or photosensitizers for singlet oxygen generation.

Description

Received: 26/04/2019; Published: 10/06/2019