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Article Abstract

Preparation of diverse -functionalized porphyrins involves iodine(III)- and copper triflate-promoted dehydrogenative coupling of -free porphyrins and appropriate NH-free heterocycles. Reaction conditions involving the stable and recyclable iodobenzene diacetate reagent are compatible with a range of NH-free heterocycles (acridone, phenoxazine and phenothiazine, carbazole, β-carbolin triazoles, imidazole, pyrazole, indazole, and tetrazole) and porphyrins to access diversely functionalized AB, ABC, and AB porphyrins in moderate to good yields. The prepared heterocycle-appended porphyrins exhibit modestly red-shifted Soret and Q bands in the absorption spectra.

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http://dx.doi.org/10.1021/acs.joc.4c02634DOI Listing

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