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Reactions of nitrophenylpyrimidines with benzyl cyanide. Synthesis of pyrimidinyl-2h-indazoles by the reductive cyclization of substituted dibenzoylazoxybenzenes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2- and 5-(p-nitrophenyl)pyrimidines with benzyl cyanide in a strongly alkaline medium at 65°C gives pyrimidinyl derivatives of dibenzolyazoxybenzene. The conversion of these reagents is low at lower temperatures and a complex product mixture is obtained. The reduction of the azoxybenzene derivatives obtained leads to substituted 2H-indazoles.

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Authors
  1. V. F. Sedova
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  2. O. P. Shkurko
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Additional information

Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090 Novosibirsk. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 540–546, April, 1995. Original article submitted November 24, 1994. Revision submitted March 10, 1995.

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Sedova, V.F., Shkurko, O.P. Reactions of nitrophenylpyrimidines with benzyl cyanide. Synthesis of pyrimidinyl-2h-indazoles by the reductive cyclization of substituted dibenzoylazoxybenzenes. Chem Heterocycl Compd 31, 474–480 (1995). https://doi.org/10.1007/BF01177021

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