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

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Ramos Torres, Ágata and Avellanal Zaballa, Edurne and Prieto Castañeda, Alejandro and García Garrido, Fernando and Bañuelos Prieto, Jorge and Rodríguez Agarrabeitia, Antonia and Ortíz García, María Josefa (2019) FormylBODIPYs by PCC-Promoted Selective Oxidation of α-MethylBODIPYs. Synthetic Versatility and Applications. Organic Letters, 21 . pp. 4563-4566. ISSN 1523-7060

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




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.


Item Type:Article
Additional Information:

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

Uncontrolled Keywords:FormylBODIPYs; MethylBODIPYs; BODIPYs; Fluorescence sensors; Photosensitizers
Subjects:Sciences > Chemistry > Chemistry, Organic
ID Code:56926
Deposited On:17 Sep 2019 14:52
Last Modified:24 Sep 2019 10:43

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