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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V. I. Shvedov, A. K. Chizhov, and A. N. Grinev, Khim. Geterotsikl. Soedin., 399 (1971).
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).
V. I. Shvedov, G. N. Kurilo, and A. N. Grinev, Khim. Geterotsikl. Soedin., 208 (1971).
A. N. Grinev, V. I. Shvedov, E. K. Panisheva, N. S. Bogdanova, I. S. Nikolaeva, and G. N. Pershin, Khim.-Farmats. Zh., No. 9, 9 (1969).
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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