NON-CATALYTIC ADDITION OF 1,2,4-TRIAZOLE TO NUCLEOPHILIC AND ELECTROPHILIC ALKENES

Authors

  • Б. B. Тимохин Irkutsk State University, Irkutsk 664000
  • А. И. Голубин Irkutsk State University, Irkutsk 664000
  • O. B. Высоцкая A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • B. А. Крон Irkutsk State University, Irkutsk 664000
  • Л. А. Onapинa A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Н. К. Гусаровa A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Б. А. Трофимов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Keywords:

acrylic acid, acrylonitrile, vinyl ethers, Markovnikov and anti-Markovnikov adducts, 1,2,4-triazole, 4-phenyl-3-buten-2-one, addition

Abstract

Non-catalytic addition of 1,2,4-triazole to vinyl ethers and esters occurs on heating (65-175°C, 4-20 h) to give Markovnikov adducts (yield 30-100%). Electron-deficient alkenes (acrylonitrile, acrylic acid, 4-phenyl-3-buten-2-one) react with 1,2,4-triazole (78-190°C, 4-20 h) to give anti-Markovnikov adducts in yields of 45-83%.

How to Cite
Timokhin, B. V.; Golubin, A. I.; Vysotskaya, O. V.; Kron, V. A.; Oparina, L. A.; Gusarova, N. K.; Trofimov, B. A. Chem. Heterocycl. Compd. 2002, 38, 981. [Khim. Geterotsikl. Soedin. 2002, 1122.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1020981816097

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Published

2002-08-25

Issue

No. 8 (2002)

Section

Original Papers