基于光诱导单电子转移反应的三环异吲哚酮并环肽的合成
收稿日期: 2013-09-16
修回日期: 2013-10-11
网络出版日期: 2013-11-05
基金资助
国家自然科学基金（Nos. 20972036，21272048）；黑龙江省自然科学基金（No. B20913）；黑龙江省高效科技创新团队建设计划（No. 2011TD010）资助项目.
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).
研究了以邻苯二甲酰亚胺为电子受体，以肽链为电子给体的新型分子内给受电子体系化合物1a～1h在甲醇溶液中的光反应，发展了合成三环异吲哚酮并环肽类化合物的方法. 化合物1a，1b， 1d～1h在甲醇溶液中经连续的光诱导单电子转移（SET）历程生成了三环异吲哚酮并环肽化合物2a，2b， 2d～2h. 所有新化合物的结构均经核磁共振谱、高分辨质谱所确定.
关键词： 光反应; 单电子转移（SET）; 环肽; 邻苯二甲酰亚胺; 三环异吲哚酮并环肽
董超 , 谭广慧 , 金英学 . 基于光诱导单电子转移反应的三环异吲哚酮并环肽的合成[J]. 有机化学, 2014 , 34(3) : 578 -583 . DOI: 10.6023/cjoc201309023
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.
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