SYNTHESIS AND KINETICS OF THE CYCLIZATION OF 3-(DIALKYLAMINOPHENYL)-2-(PHENYLCARBONYL)-PROP-2-ENENITRILES

Authors

  • А. Ю. Платонова Ural Federal University named after the First President of Russia B. N. Yeltsin
  • Т. В. Глухарева Ural Federal University named after the First President of Russia B. N. Yeltsin
  • О. А. Зимовец Ural Federal University named after the First President of Russia B. N. Yeltsin
  • О. С. Ельцов Ural Federal University named after the First President of Russia B. N. Yeltsin
  • Ю. Ю. Моржерин Ural Federal University named after the First President of Russia B. N. Yeltsin

DOI:

https://doi.org/10.1007/149

Keywords:

N, N-dialkyl-o-vinylanilines, 1, 2, 3, 4-tetrahydroquinolines, tert-amino effect, cyclization, reaction kinetics, stereoselectivity

Abstract

The reaction of ortho-(N,N-dialkylamino)benzaldehydes with benzoylacetonitrile gave fused 1,2,3,4-tetrahydroquinolino-5-carbonitriles due to cyclization of the intermediate 2-(phenylcarbonyl)-3-[2-[(dialkyl-amino)phenyl]prop-2-enenitriles through a tert-amino effect mechanism. Kinetic studies were carried out on the cyclization of 2-(phenylcarbonyl)-3-[2-(piperidin-1-yl)phenyl]prop-2-enenitrile.

Authors: A. Yu. Platonova, T. V. Glukhareva, O. A. Zimovets, O. S. El'tsov, and Yu. Yu. Morzherin

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (5), pp 736-745

http://link.springer.com/article/10.1007/s10593-013-1305-2

Author Biographies

А. Ю. Платонова, Ural Federal University named after the First President of Russia B. N. Yeltsin

аспирант кафедры Технологии органического синтеза Алёна Юрьевна Платонова

Т. В. Глухарева, Ural Federal University named after the First President of Russia B. N. Yeltsin

Татьяна Владимировна Глухарева

О. А. Зимовец, Ural Federal University named after the First President of Russia B. N. Yeltsin

Ольга Андреевна Зимовец

О. С. Ельцов, Ural Federal University named after the First President of Russia B. N. Yeltsin

Олег Станиславович Ельцов

Ю. Ю. Моржерин, Ural Federal University named after the First President of Russia B. N. Yeltsin

Юрий Юрьевич Моржерин

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Published

2013-05-17

Issue

No. 5 (2013)

Section

Original Papers