Citation: Gao Na, Li Jia-Zhu, Li Yan-Long, Wang Zhen, Wang Jin-Jun. 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[J]. Chinese Chemical Letters, ;2016, 27(5): 789-794. doi: 10.1016/j.cclet.2016.01.008 shu

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

Gao Na ^a ,
Li Jia-Zhu ^b,, ,
Li Yan-Long ^b ,
Wang Zhen ^b ,
Wang Jin-Jun ^a,b,,

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

Corresponding author: Li Jia-Zhu, lijiazhu@163.com Wang Jin-Jun, wjj1955@163.com
Received Date: 27 October 2015
Revised Date: 14 December 2015
Accepted Date: 22 December 2015
Available Online: 12 May 2016

Figures(5)

A facile synthesis for cyanochlorin related to chlorophyll from a formyl-substituted chlorin, by the oxidation ofmethyl (pyro)pheophorbide-Ⅱ, 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.
- Chlorophyll-Ⅱ,
- Chlorin,
- (Pyro)pheophorbide-Ⅱ,
- Cyanation reaction,
- Beckmann rearrangement,
- Tandem transformation
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