Abstract
Isoindoline hydrochloride reacts with paraformaldehyde, mesoxalic acid hydrate, N-methylformanilide, diphenylformamide, and methylene iodide in the presence of zinc acetate to give zinc tetrabenzoporphin and with sodium phenylacetate or tribenzylamine to give zinc meso-tetraphenyltetrabenzoporphin. These products are formed, respectively, from o-formylbenzoic acid and ammonium salts of malonic and phenylacetic acids. 1-Imino derivatives of isoindoline react with malonic acid to give mixtures that contain the corresponding tetrabenzoporphins, their mono- and triaza derivatives, and phthalocyanines.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1372–1377, October, 1985.
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Kopranenkov, V.N., Makarova, E.A. & Dashkevich, S.N. New isoindologens in the synthesis of tetrabenzoporphins. Chem Heterocycl Compd 21, 1126–1131 (1985). https://doi.org/10.1007/BF00515252
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DOI: https://doi.org/10.1007/BF00515252