Study of Cyclyzation of o-(1-Alkynyl)- and o-(1,3-Butadiynyl)aryltriazenes Under the Action of Acids

N. A. Danilkina, E. G. Gorbunova, V. N. Sorokoumov, I. A. Balova

Research output

3 Citations (Scopus)

Abstract

By the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry) the investigation was carried out of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by acid cleavage of triazenes. The effect was shown of the substituents at the carbon atom of the triple bond and in the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized. The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.
Original languageUndefined
Pages (from-to)1424-1434
JournalRussian Journal of Organic Chemistry
Volume48
Issue number11
Publication statusPublished - 2012

Cite this

@article{e6556b1063244ef4a215f3becea04988,
title = "Study of Cyclyzation of o-(1-Alkynyl)- and o-(1,3-Butadiynyl)aryltriazenes Under the Action of Acids",
abstract = "By the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry) the investigation was carried out of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by acid cleavage of triazenes. The effect was shown of the substituents at the carbon atom of the triple bond and in the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized. The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.",
author = "Danilkina, {N. A.} and Gorbunova, {E. G.} and Sorokoumov, {V. N.} and Balova, {I. A.}",
year = "2012",
language = "не определен",
volume = "48",
pages = "1424--1434",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "11",

}

TY - JOUR

T1 - Study of Cyclyzation of o-(1-Alkynyl)- and o-(1,3-Butadiynyl)aryltriazenes Under the Action of Acids

AU - Danilkina, N. A.

AU - Gorbunova, E. G.

AU - Sorokoumov, V. N.

AU - Balova, I. A.

PY - 2012

Y1 - 2012

N2 - By the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry) the investigation was carried out of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by acid cleavage of triazenes. The effect was shown of the substituents at the carbon atom of the triple bond and in the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized. The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.

AB - By the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry) the investigation was carried out of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by acid cleavage of triazenes. The effect was shown of the substituents at the carbon atom of the triple bond and in the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized. The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.

M3 - статья

VL - 48

SP - 1424

EP - 1434

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 11

ER -