Chinese Journal of Organic Chemistry >
Synthesis of Tricyclic Isoindole Cyclic Peptide Based on Photoinduced Single Electron Trasfer Reaction
Received date: 2013-09-16
Revised date: 2013-10-11
Online published: 2013-11-05
Supported by
Project supported by the National Natural Sciences Foundation of China (Nos. 20972036, 21272048), the Natural Sciences Foundatjion of Heilongjiang Province (No. B20913) and the Program for Scientific Technological Innovation Team Construction in Universites of Heilongjiang Province (No. 211TD010).
Exploratory photochemical studies on phthalimido-polypeptides 1a～1h in which phthalimides worked as light absorbance acceptors and polypeptide served as electron donor centers have been conducted, leading to the development of synthetic methodology to construct tricyclic isoindole cyclopeptide mimetics. It was found that irradiation on 1a, 1b, 1d～1h in methanol led to efficient generation of tricyclic isoindole cyclic peptides 2a, 2b, 2d～2h, which may be through sequential single electron transfer (SET) pathway. The structures of new compounds were determined by NMR and HRMS spectroscopy.
Dong Chao , Tan Guanghui , Jin Yingxue . Synthesis of Tricyclic Isoindole Cyclic Peptide Based on Photoinduced Single Electron Trasfer Reaction[J]. Chinese Journal of Organic Chemistry, 2014 , 34(3) : 578 -583 . DOI: 10.6023/cjoc201309023
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