The synthesis of new tetrabenzo- and tetranaphthoporphyrins via the addition reactions of 4,7-dihydroisoindole
The synthesis of new tetrabenzo- and tetranaphthoporphyrins via the addition reactions of 4,7-dihydroisoindole
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DOI：
10.1016/j.tet.2011.01.052
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发表时间：
2011-05-13
期刊：
影响因子：
2.1
通讯作者：
Cheprakov, Andrei V.
中科院分区：
文献类型：
--
作者：
Filatov, Mikhail A.;Cheprakov, Andrei V.
通过不同的加成反应，4，7-二氢异吲哚衍生物中的双键是合成新的含环取代吡咯前驱体的有效反应中心。这些前体进一步用于制备新的取代在环状结构中的扩展的卟啉。研究表明，夏普莱斯臭氧催化二氢异吲哚体系的双羟基化反应可用于合成非离子型水溶性卟啉和苯并环上含乙酰氧基的四苯并卟啉。与四氯硫杂环-1，1-二氧化物发生反向电子需求Diels Alder反应，得到新的多氯取代四氮杂卟啉。(C)爱思唯尔有限公司出版的2011年。
The double bond in 4,7-dihydroisoindole derivatives was shown to be a useful reaction site to afford new porphyrinogenic pyrrolic precursors bearing substituted annelated rings via various addition reactions. These precursors are further used to afford new extended porphyrins substituted in the annelated rings. The Sharpless osmium-catalyzed dihydroxylation of dihydroisoindole system was shown to be useful in the synthesis of non-ionogenic water-soluble porphyrin, as well as tetrabenzoporphyrin bearing acetoxysubstituents in benzo-rings. The reverse electron-demand Diels Alder reaction with tetrachlorothiophene-1,1-dioxide afforded new polychlorosubstituted tetranaphthoporphyrin. (c) 2011 Published by Elsevier Ltd.