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A facile synthesis for cyanochlorin related to chlorophyll from a formyl-substituted chlorin, by the oxidation of methyl(pyro)pheophorbide-a, was accomplished. These readily available chlorin aldehydes were assembled together with hydroxylamine hydrochloride in a tandem process to produce the corresponding chlorin nitriles in moderate to good yields. The formation of chlorin nitrile was discussed and a possible mechanism for the corresponding cyanation reaction was tentatively proposed.
A facile synthesis for cyanochlorin related to chlorophyll from a formyl-substituted chlorin, by the oxidation of methyl (pyro) pheophorbide-a, was accomplished. These developed available chlorin aldehydes were assembled together with hydroxylamine hydrochloride in a tandem process to produce the corresponding chlorin nitriles in moderate to good yields. The formation of chlorin nitrile was discussed and a possible mechanism for the corresponding cyanation reaction was tentatively proposed.