SYNTHESIS OF HETEROCYCLIC COMPOUNDS USING BASIC ZEOLITE Csβ

Authors

  • Е. В. Суслов N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • Д. В. Корчагина N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • К. П. Волчо N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • Н. Ф. Салахутдинов N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090

DOI:

https://doi.org/10.1007/6722

Keywords:

methyl vinyl ketone, 5-methoxybenzimidazole-2-thiol, 1, 2, 4-triazole-3-thiol, basic zeolite, heterogeneous catalysis, Michael addition

Abstract

The application of the basic zeolite Csβ as catalyst for the interaction of methyl vinyl ketone (MVK) with 5-methoxybenzimidazole-2-thiol leads to a Michael heteroreaction exclusively at the N-nucleophilic center with the formation of a fairly unusual product  of di-addition of MVK to thiol. The reaction  of 1,2,4-triazole-3-thiol with MVK  in  the presence of zeolite Csβ proceeds both at the S- and also at the N-nucleophilic center and leads to the formation of products of mono- and diaddition according to Michael,  and also to the product of heterocyclization. On interacting crotonaldehyde with salicylaldehyde in the presence of Csβ 2-methyl-2H-chromene-3-carbaldehyde is formed.

How to Cite
Suslov, E. V.; Korchagina, D. V.; Volcho, K. P.; Salakhutdinov, N. F.  Chem. Heterocycl. Compd. 2009, 45, 560. [Khim. Geterotsikl. Soedin. 2009, 711.]

For this article in the English edition see DOI 10.1007/s10593-009-0296-5


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Published

2022-04-13

Issue

No. 5 (2009)

Section

Original Papers