Simple approach to "locked" chlorins
Simple approach to "locked" chlorins
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DOI：
10.1021/ol050327a
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发表时间：
2005-04-28
期刊：
影响因子：
5.2
通讯作者：
Galezowski, M
中科院分区：
文献类型：
--
作者：
Gryko, DT;Galezowski, M
介绍了一种合成不同官能化“锁定”氯素的新方法。适当取代的2，5-二甲酰基吡咯与三苯并吡喃发生大环化反应，生成卟啉。与1，3-偶极反应，这些卟啉区域选择性地提供吡咯烷-f使用的氯，它不能被氧化成相应的卟啉。在这个过程中，只需要6个步骤，就可以从商业上获得的廉价材料中获得接近200毫克的纯稳定的氯(总收率为1.5-2.8%)。
A novel synthetic approach to diversely functionalized "locked" chlorins is described. A suitably substituted 2,5-diformylpyrrole undergoes the macrocyclization reaction with tripyrranes, thereby generating porphyrins. Upon the reaction with 1,3-dipoles these porphyrins regioselectively furnish pyrrolidine-f used chlorins, which cannot oxidize to the corresponding porphyrins. In the process involving just six steps from commercially available and cheap materials we are able to obtain similar to 200 mg of pure stable chlorins (the overall yield is 1.5-2.8%).