A facile synthesis of cyano-chlorins related to chlorophyll from formyl (pyro)-pheophorbide-α by a tandem transformation of the aldehyde into a nitrile group |
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| Authors: | Na Gao Jia-Zhu Li Yan-Long Li Zhen Wang Jin-Jun Wang |
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| Institution: | a Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai 264005, China;
b College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China |
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| Abstract: | A facile synthesis for cyanochlorin related to chlorophyll from a formyl-substituted chlorin, by the oxidation ofmethyl (pyro)pheophorbide-α, was accomplished. These readily available chlorin aldehydes were assembled together with hydroxylamine hydrochloride in a tandem process to produce the corresponding chlorin nitriles inmoderate to good yields. The formation of chlorin nitrile was discussed and a possible mechanism for the corresponding cyanation reaction was tentatively proposed. |
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| Keywords: | Chlorophyll-α Chlorin (Pyro)pheophorbide-α Cyanation reaction Beckmann rearrangement Tandem transformation |
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