Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes
Alexander V. Shevtsov
1
,
V. V. Kuznetsov
1
,
Alexander A Kislukhin
1
,
Vera Yu. Petukhova
1
,
Yu.A. Strelenko
1
,
Nina N. Makhova
1
,
Publication type: Journal Article
Publication date: 2006-07-01
scimago Q3
wos Q2
SJR: 0.362
CiteScore: 4.7
Impact factor: 2.4
ISSN: 0022152X, 19435193
Organic Chemistry
Abstract
The reactions of 1,5-diazabicyclo[3.1.0]hexanes 8 with arylketenes 1 have been studied in different conditions. The 1-(arylacethyl)pyrazolidines 11 were obtained at −30 °C in ether and at 20 °C in benzene instead of the expected bicyclic systems 1,5-diazabicyclo[3.2.1]octan-6-one 9 and 3-aryl-1,5-diazabicyclo[3.3.0]octane-2-one 10. The synthesis of two representatives of bicycles 10 (10a,b) proceeded in the reaction of unsubstituted 1,5-diazabicycle[3.1.0]hexane 8a, accordingly, with diphenylketene 1a in benzene at 20 °C and with 4-chlorophenylketene 1b in toluene at 60-110 °C. Mechanisms of the studied transformations were offered.
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Total citations:
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Citations from 2024:
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GOST
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Shevtsov A. V. et al. Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes // Journal of Heterocyclic Chemistry. 2006. Vol. 43. No. 4. pp. 881-888.
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Shevtsov A. V., Kuznetsov V. V., Kislukhin A. A., Petukhova V. Y., Strelenko Y., Makhova N. N., Lyssenko K. A. Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes // Journal of Heterocyclic Chemistry. 2006. Vol. 43. No. 4. pp. 881-888.
Cite this
RIS
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TY - JOUR
DO - 10.1002/jhet.5570430411
UR - https://doi.org/10.1002/jhet.5570430411
TI - Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes
T2 - Journal of Heterocyclic Chemistry
AU - Shevtsov, Alexander V.
AU - Kuznetsov, V. V.
AU - Kislukhin, Alexander A
AU - Petukhova, Vera Yu.
AU - Strelenko, Yu.A.
AU - Makhova, Nina N.
AU - Lyssenko, Konstantin A.
PY - 2006
DA - 2006/07/01
PB - Wiley
SP - 881-888
IS - 4
VL - 43
SN - 0022-152X
SN - 1943-5193
ER -
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BibTex (up to 50 authors)
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@article{2006_Shevtsov,
author = {Alexander V. Shevtsov and V. V. Kuznetsov and Alexander A Kislukhin and Vera Yu. Petukhova and Yu.A. Strelenko and Nina N. Makhova and Konstantin A. Lyssenko},
title = {Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes},
journal = {Journal of Heterocyclic Chemistry},
year = {2006},
volume = {43},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/jhet.5570430411},
number = {4},
pages = {881--888},
doi = {10.1002/jhet.5570430411}
}
Cite this
MLA
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Shevtsov, Alexander V., et al. “Ring transformation of 1,5-diazabicyclo[3.1.0]hexanes under the action of arylketenes.” Journal of Heterocyclic Chemistry, vol. 43, no. 4, Jul. 2006, pp. 881-888. https://doi.org/10.1002/jhet.5570430411.
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