Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime
Publication type: Journal Article
Publication date: 1982-09-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
4,5,6,7-Tetrahydroindole and its 1-vinyl derivative were obtained in overall yields of 30–60% by the reaction of cyclohexanone oxime with 1,2-dichloro- and 1,2-dibromoethane in the MOH-dimethyl sulfoxide (DMSO) superbase system (M = K, Na, Li). Nucleophilic substitution of the halogen in the dihaloethanes by the oximate anion to give the corresponding ethylene glycol bis (imido ether) is a side reaction. The effect of the reaction conditions on the yields of products and the selectivity of the process was examined.
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Mikhaleva A. et al. Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime // Chemistry of Heterocyclic Compounds. 1982. Vol. 18. No. 9. pp. 920-923.
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Mikhaleva A., Trofimov B. A., VASIL'EV A. N., Komarova G. A., Skorobogatova V. I. Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime // Chemistry of Heterocyclic Compounds. 1982. Vol. 18. No. 9. pp. 920-923.
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TY - JOUR
DO - 10.1007/BF00513432
UR - https://doi.org/10.1007/BF00513432
TI - Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime
T2 - Chemistry of Heterocyclic Compounds
AU - Mikhaleva, A.I.
AU - Trofimov, B. A.
AU - VASIL'EV, A. N.
AU - Komarova, G A
AU - Skorobogatova, V I
PY - 1982
DA - 1982/09/01
PB - Springer Nature
SP - 920-923
IS - 9
VL - 18
SN - 0009-3122
SN - 1573-8353
ER -
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@article{1982_Mikhaleva,
author = {A.I. Mikhaleva and B. A. Trofimov and A. N. VASIL'EV and G A Komarova and V I Skorobogatova},
title = {Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime},
journal = {Chemistry of Heterocyclic Compounds},
year = {1982},
volume = {18},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/BF00513432},
number = {9},
pages = {920--923},
doi = {10.1007/BF00513432}
}
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MLA
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Mikhaleva, A.I., et al. “Pyrroles from ketoximes and acetylene. 22. Dihaloethanes in place of acetylene in reactions with cyclohexanone oxime.” Chemistry of Heterocyclic Compounds, vol. 18, no. 9, Sep. 1982, pp. 920-923. https://doi.org/10.1007/BF00513432.