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Synthesis of pyrroloquinolones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The condensation of 5- and 6-aminoindoles with diketene and acetoacetic ester was realized. A convenient method for the synthesis of pyrrolo[3,2-f]- and pyrrolo-[2,3-f]quinol-9-ones from 5- and 6-aminoindoles was developed. Under the influence of trifluoroacetic acid acetoacetic acid amides gave a mixture of 2,3,8-trimethylpyrrolo[2,3-g]quinol-6-one and 1,2,9-trimethyl-pyrrolo[3,2-f]quinol-7-one (in the case of 5-aminoindole) and a mixture of 2,3,5-trimethylpyrrolo [3,2-g]-quinol-7-one and 2,3,9-trimethylpyrrolo[2,3-f]quinol-7-one.

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Literature cited

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Deceased.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 493–497, April, 1983.

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Yamashkin, S.A., Yudin, L.G. & Kost, A.N. Synthesis of pyrroloquinolones. Chem Heterocycl Compd 19, 401–405 (1983). https://doi.org/10.1007/BF00516208

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  • DOI: https://doi.org/10.1007/BF00516208

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