Home / Publications / Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles

Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles

Mikhail Igorevich Pleshchev 1
Mikhail Igorevich Pleshchev
Vera Yur'evna Petukhova 1
Vera Yur'evna Petukhova
Vladimir Vladimirovich Kuznetsov 1
Vladimir Vladimirovich Kuznetsov
Dmitry Victorovich Khakimov 1
Dmitry Victorovich Khakimov
Tatyana Stepanovna Pivina 1
Tatyana Stepanovna Pivina
Marina Ivanovna Struchkova 1
Marina Ivanovna Struchkova
Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
Published 2013-01-03
CommunicationVolume 23, Issue 1, 34-36
28
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Pleshchev M. I. et al. Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles // Mendeleev Communications. 2013. Vol. 23. No. 1. pp. 34-36.
GOST all authors (up to 50) Copy
Pleshchev M. I., Petukhova V. Y., Kuznetsov V. V., Khakimov D. V., Pivina T. S., Struchkova M. I., Nelyubina Y. V., Makhova N. N. Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles // Mendeleev Communications. 2013. Vol. 23. No. 1. pp. 34-36.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2013.01.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.012
TI - Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles
T2 - Mendeleev Communications
AU - Pleshchev, Mikhail Igorevich
AU - Petukhova, Vera Yur'evna
AU - Kuznetsov, Vladimir Vladimirovich
AU - Khakimov, Dmitry Victorovich
AU - Pivina, Tatyana Stepanovna
AU - Struchkova, Marina Ivanovna
AU - Nelyubina, Yulia Vladimirovna
AU - Makhova, Nina Nikolaevna
PY - 2013
DA - 2013/01/03
PB - Mendeleev Communications
SP - 34-36
IS - 1
VL - 23
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2013_Pleshchev,
author = {Mikhail Igorevich Pleshchev and Vera Yur'evna Petukhova and Vladimir Vladimirovich Kuznetsov and Dmitry Victorovich Khakimov and Tatyana Stepanovna Pivina and Marina Ivanovna Struchkova and Yulia Vladimirovna Nelyubina and Nina Nikolaevna Makhova},
title = {Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles},
journal = {Mendeleev Communications},
year = {2013},
volume = {23},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.012},
number = {1},
pages = {34--36},
doi = {10.1016/j.mencom.2013.01.012}
}
MLA
Cite this
MLA Copy
Pleshchev, Mikhail Igorevich, et al. “Metathesis of Azomethine Imines in Reaction of 6-aryl-1,5-Diazabicyclo[3.1.0]Hexanes with (Het)Arylidenemalononitriles.” Mendeleev Communications, vol. 23, no. 1, Jan. 2013, pp. 34-36. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.012.

Abstract

Ring opening in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes gives cyclic azomethine imines which are prone to exchange of arylidene moiety with (het)arylidenemalononitriles to form the metathesis products being new azomethine imines. These species were fixed as pyrazolines due to the 1,4-H shift or trapped by dimethyl acetylenedicarboxylate or CS2.

References

1.
10.1016/j.mencom.2013.01.012_bib0005
Yu Petukhova
Usp. Khim., 2011, 2011
4.
10.1016/j.mencom.2013.01.012_bib0020
Syroeshkina
Izv. Akad. Nauk, Ser. Khim., 2009
5.
Syroeshkina Y.S., Kachala V.V., Ovchinnikov I.V., Kuznetsov V.V., Nelyubina Y.V., Lyssenko K.A., Makhova N.N.
Mendeleev Communications, 2009
6.
10.1016/j.mencom.2013.01.012_bib0030
Syroeshkina
Izv. Akad. Nauk, Ser. Khim., 2010
7.
Syroeshkina Y.S., Kuznetsov V.V., Struchkova M.I., Epishina M.A., Makhova N.N.
Mendeleev Communications, 2008
8.
10.1016/j.mencom.2013.01.012_bib0040
Syroeshkina
Izv. Akad. Nauk, Ser. Khim., 2010
11.
Development of Orally Bioavailable Bicyclic Pyrazolones as Inhibitors of Tumor Necrosis Factor-α Production
Clark M.P., Laughlin S.K., Laufersweiler M.J., Bookland R.G., Brugel T.A., Golebiowski A., Sabat M.P., Townes J.A., VanRens J.C., Djung J.F., Natchus M.G., De B., Hsieh L.C., Xu S.C., Walter R.L., et. al.
Journal of Medicinal Chemistry, 2004
12.
B. Kurosu, Japan. Patent 51133265 (A), 1977.(Chem. Abstr., 1977, 85, 63065a).
13.
B. L. Walworth, US Patent 4091106 (A), 1978 (Chem. Abstr., 1978, 86, 16667j).
15.
Makhova N.N., Petukhova V.Y., Kuznetsov V.V.
Arkivoc, 2008
16.
Petukhova V.Y., Pleshchev M.I., Fershtat L.L., Kuznetsov V.V., Kachala V.V., Makhova N.N.
Mendeleev Communications, 2012
18.
10.1016/j.mencom.2013.01.012_bib0090_1
Molchanov
Zh. Org. Khim., 2004
19.
Yu. B. Koptelov, S.P. Saik and A. P. Molchanov, Khim. Geterotsikl. Soedin., 2008, 1071.[Chem. Heterocycl. Compd. (Engl. Transl.), 2008, 44, 860].
20.
A Facile Transfer of Dicyano Methylene Group Between Arylidenemalononitrile and Aldehyde
Ahmed S., Sarmah U., Longchar M., Boruah R.C., Sandhu J.S.
Synthetic Communications, 2000
21.
Novel 1,3,5-triphenyl-2-pyrazolines as anti-infective agents
Sivakumar P.M., Prabhu Seenivasan S., Kumar V., Doble M.
Bioorganic and Medicinal Chemistry Letters, 2010
23.
Synthesis and pharmacological evaluation of a novel series of 5-(substituted)aryl-3-(3-coumarinyl)-1-phenyl-2-pyrazolines as novel anti-inflammatory and analgesic agents
Khode S., Maddi V., Aragade P., Palkar M., Ronad P.K., Mamledesai S., Thippeswamy A.H., Satyanarayana D.
European Journal of Medicinal Chemistry, 2009
24.
Synthesis, analgesic and anti-inflammatory activities of some novel pyrazolines derivatives
Joshi R.S., Mandhane P.G., Diwakar S.D., Dabhade S.K., Gill C.H.
Bioorganic and Medicinal Chemistry Letters, 2010
25.
Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(2″-hydroxy naphthalen-1″-yl)-1,5-diphenyl-2-pyrazolines
Rajendra Prasad Y., Lakshmana Rao A., Prasoona L., Murali K., Ravi Kumar P.
Bioorganic and Medicinal Chemistry Letters, 2005
26.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007