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FormylBODIPYs by PCC-Promoted Selective Oxidation of α-MethylBODIPYs. Synthetic Versatility and Applications
Ágata Ramos-Torres1, Edurne Avellanal-Zaballa2, Alejandro Prieto-Castañeda1
1Departamento de Química Orgánica, Facultad de Ciencias Químicas , Universidad Complutense de Madrid , Ciudad Universitaria s/n , 28040 Madrid , Spain.
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.
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