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Synthesis of aldehydes and nitriles in the 5-hydroxyindole series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A preparative method for the synthesis of previously inaccessible 3-formyl-5-hydroxyindole derivatives by Vilsmeier formylation of 5-acetoxyindoles is proposed. 5-Hydroxyindole-3-carboxylic acid nitriles and their 4-dimethylamino-methyl derivatives were obtained from 3-formyl-5-hydroxyindoles through their oximes.

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Literature cited

  1. V. I. Shvedov, A. K. Chizhov, and A. N. Grinev, Khim. Geterotsikl. Soedin., 399 (1971).

  2. A. N. Grinev, V. I. Shvedov, A. K. Chizhov, and R. A. Zinov'eva, USSR Author's Certificate No. 436,820 (1972); Byul. Izobr., No. 27, 49 (1974).

  3. V. I. Shvedov, G. N. Kurilo, and A. N. Grinev, Khim. Geterotsikl. Soedin., 208 (1971).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1250–1253, September, 1975.

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Grinev, A.N., Shvedov, V.I., Chizhov, A.K. et al. Synthesis of aldehydes and nitriles in the 5-hydroxyindole series. Chem Heterocycl Compd 11, 1087–1090 (1975). https://doi.org/10.1007/BF00471301

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  • DOI: https://doi.org/10.1007/BF00471301

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