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Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines

Evgeniya Victorovna Gorbunova 1
Evgeniya Victorovna Gorbunova
,  ,  , 
Vyacheslav Yakovlevich Sosnovskikh 1
Vyacheslav Yakovlevich Sosnovskikh
10.1016/j.mencom.2019.03.008
Published 2019-03-01
Communication , Volume 29, Issue 2, 145-146
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Gorbunova E. V. et al. Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 145-146.
GOST all authors (up to 50) Copy
Gorbunova E. V., Buev E. M., Moshkin V. S., Sosnovskikh V. Y. Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines // Mendeleev Communications. 2019. Vol. 29. No. 2. pp. 145-146.
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TY - JOUR
DO - 10.1016/j.mencom.2019.03.008
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.008
TI - Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines
T2 - Mendeleev Communications
AU - Gorbunova, Evgeniya Victorovna
AU - Buev, Evgeny Mikhailovich
AU - Moshkin, Vladimir Sergeevich
AU - Sosnovskikh, Vyacheslav Yakovlevich
PY - 2019
DA - 2019/03/01
PB - Mendeleev Communications
SP - 145-146
IS - 2
VL - 29
ER -
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@article{2019_Gorbunova,
author = {Evgeniya Victorovna Gorbunova and Evgeny Mikhailovich Buev and Vladimir Sergeevich Moshkin and Vyacheslav Yakovlevich Sosnovskikh},
title = {Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.008},
number = {2},
pages = {145--146},
doi = {10.1016/j.mencom.2019.03.008}
}
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Gorbunova, Evgeniya Victorovna, et al. “Reaction of nonstabilized azomethine ylides with Mannich bases: an approach to 3-acylpyrrolidines.” Mendeleev Communications, vol. 29, no. 2, Mar. 2019, pp. 145-146. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.03.008.

Abstract

Mannich bases obtained from cycloalkanones and methyl-ketones decompose on heating to give α,β-enones, which react in situ with nonstabilized azomethine ylides formed from spiro[anthracene-oxazolidines]. The final products, 3-acylpyrrolidines, were obtained in yields of 21–79% by heating the starting compounds in a microwave reactor in o-xylene at 210°C for 45min

References

2.
Synthesis of new 3,4-disubstituted pyrrolidines as thromboxane A2/prostaglandin H2 (TP) receptor antagonists
Dubuffet T., Muller O., Simonet S.S., Descombes J., Laubie M., Verbeuren T.J., Lavielle G.
Bioorganic and Medicinal Chemistry Letters, 1996
3.
Novel benzopyrano[3,4-c]pyrrole derivatives as potent and selective dopamine D3 receptor antagonist.
Dubuffet T., Newman-Tancredi A., Cussac D., Audinot V., Loutz A., Millan M.J., Lavielle G.
Bioorganic and Medicinal Chemistry Letters, 1999
4.
Decarboxylative transamination. Mechanism and applications to the synthesis of heterocyclic compounds
Grigg R., Thianpatanagul S.
Journal of the Chemical Society Chemical Communications, 1984
5.
Recent Advances in Azomethine Ylide Chemistry
Tsuge O., Kanemasa S.
Advances in Heterocyclic Chemistry, 1989
6.
10.1016/j.mencom.2019.03.008_sbref0010c
Harwood
2002
7.
Azomethine Ylides in Organic Synthesis
Najera C., Sansano J.
Current Organic Chemistry, 2003
14.
The Preparation of β-Keto Amines by the Mannich Reaction
Blicke F.F., Burckhalter J.H.
Journal of the American Chemical Society, 1942
15.
Reaction of photochemically generated dibromocarbene with 1,2-dimethylenecycloalkanes. 1,4-Addition is real
Nguyet Anh Le, Jones M., Bickelhaupt F., De Wolf W.H.
Journal of the American Chemical Society, 1989
16.
Analgetics. Esters of 3-pyrrolidinemethanols
Helsley G.C., Richman J.A., Lunsford C.D., Jenkins H., Mays R.P., Funderburk W.H., Johnson D.N.
Journal of Medicinal Chemistry, 1968
17.
Discovery of Highly Potent and Selective Pan-Aurora Kinase Inhibitors with Enhanced in Vivo Antitumor Therapeutic Index
Liu G., Abraham S., Tran L., Vickers T.D., Xu S., Hadd M.J., Quiambao S., Holladay M.W., Hua H., Ford Pulido J.M., Gunawardane R.N., Davis M.I., Eichelberger S.R., Apuy J.L., Gitnick D., et. al.
Journal of Medicinal Chemistry, 2012
18.
S. Liming, S. Jian, Y. Xicheng, Y. Mingcheng, X. Li, L. Wei and X. Qiong, CN Patent 106278994, 2017.