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采用一锅法从叶绿素-a制得132-氧代焦脱镁叶绿酸-a甲酯,再与邻苯二胺反应生成四种含氮杂环并二氢卟吩衍生物,再经硝酸铊或者四氧化锇氧化将其3-位乙烯基转化成高反应性的甲酰基和甲酰甲基.C3-甲酰甲基与邻氨基苯甲醛的Friedl nder缩合顺利地环合成喹啉结构,与重氮甲烷和氧化苯甲腈的1,3-偶极环加成反应在3-位上构建了五元杂环.首次报道的具有叶绿素基本碳架的二氢卟吩衍生物的化学结构均经UV,IR,1H NMR及元素分析得以证实.
A one-pot method was used to prepare 132-oxy-pyropheophorbide-a methyl ester from chlorophyll-a and then reacted with o-phenylenediamine to form four nitrogen-containing heterocycles and chlorin derivatives. Thallium or osmium tetroxide to convert its 3-position vinyl into highly reactive formyl and formylmethyl.The Friedlnder condensation of C3-formylmethyl with o-aminobenzaldehyde smoothly rings into the quinoline structure, The 1,3-dipolar cycloaddition reaction with diazomethane and oxidized cyanobenzene has constructed a five-membered heterocyclic ring at the 3-position. The first reported chemical structure of the chlorin derivative with chlorophyll basic carbon skeleton All were confirmed by UV, IR, 1H NMR and elemental analysis.