Porphyrin Synthesis by the “3+1” Approach: New Applications for an Old Methodology
Porphyrin Synthesis by the “3+1” Approach: New Applications for an Old Methodology
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“3+1”法合成卟啉：旧方法的新应用
DOI：
10.1002/chem.19960021004
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发表时间：
1996
期刊：
影响因子：
--
通讯作者：
T. Lash
中科院分区：
文献类型：
--
作者：
T. Lash
酸催化三吡喃与吡咯-2,5-二醛缩合，然后用缺电子醌氧化，以优异的产率提供卟啉产物。这种以前很少使用的方法现在已被用于合成新型卟啉结构，包括具有稠合芳环的四吡咯化合物。通过利用其他芳香族或不饱和二醛，“3+1”方法还可以合成新的芳香族卟啉系统，包括含苯和吡啶的大环化合物和碳卟啉。
Acid-catalyzed condensation of tripyrranes with pyrrole-2,5-dicarboxaldehydes, followed by oxidation with an electron-deficient quinone, affords porphyrin products in excellent yields. This previously little used methodology has now been exploited in the synthesis of novel porphyrin structures, including tetrapyrrolic compounds with fused aromatic rings. By utilizing other aromatic or unsaturated dialdehydes, the “3+1” approach also allows the synthesis of new aromatic porphyrinoid systems, including benzene- and pyridine-containing macrocycles and carbaporphyrins.