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Selective hydrogenation and dehydrocyclization of 3-methyl-4-benzyl-2,6-diphenylpyridine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3-Methyl-4-benzyl-2,6-diphenylpiperidine was obtained by hydrogenation of 3-methyl-4-benzyl-2,6-diphenylpyridine in the presence of rhenium heptasulfide; this confirms the common character of the method of selective hydrogenation of aryl(aralkyl)-substituted pyridine bases to give similarly substituted piperidines. Dehydrocyclization of this pyridine base by heating with sulfur leads to 10-mercapto-1,3-diphenyl-2-azaanthracene, which was obtained under the same conditions from 1,2-diphenyl-1,2-bis(3-methyl-2,6-diphenyl-4-pyridyl)ethane.

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Literature cited

  1. M. A. Ryashentseva, Kh. M. Minaev, V. V. Dorogov, and N. S. Prostakov, USSR Inventor's Certificate No. 287019; Byull. Izobret., No. 35, 41 (1970).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 375–376, March, 1982.

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Prostakov, N.S., Varlamov, A.V., Torres, M. et al. Selective hydrogenation and dehydrocyclization of 3-methyl-4-benzyl-2,6-diphenylpyridine. Chem Heterocycl Compd 18, 283–284 (1982). https://doi.org/10.1007/BF00522130

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  • DOI: https://doi.org/10.1007/BF00522130

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