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Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds

Vera Yur'evna Petukhova 1
Vera Yur'evna Petukhova
, 
Mikhail Igorevich Pleshchev 1
Mikhail Igorevich Pleshchev
,  , 
Vladimir Vladimirovich Kuznetsov 1
Vladimir Vladimirovich Kuznetsov
, 
Vadim Vadimovich Kachala 1
Vadim Vadimovich Kachala
, 
Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
10.1016/j.mencom.2012.01.012
Published 2011-12-29
Communication , Volume 22, Issue 1, 32-34
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Petukhova V. Y. et al. Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds // Mendeleev Communications. 2011. Vol. 22. No. 1. pp. 32-34.
GOST all authors (up to 50) Copy
Petukhova V. Y., Pleshchev M. I., Fershtat L. L., Kuznetsov V. V., Kachala V. V., Makhova N. N. Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds // Mendeleev Communications. 2011. Vol. 22. No. 1. pp. 32-34.
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TY - JOUR
DO - 10.1016/j.mencom.2012.01.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.01.012
TI - Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds
T2 - Mendeleev Communications
AU - Petukhova, Vera Yur'evna
AU - Pleshchev, Mikhail Igorevich
AU - Fershtat, Leonid Leonidovich
AU - Kuznetsov, Vladimir Vladimirovich
AU - Kachala, Vadim Vadimovich
AU - Makhova, Nina Nikolaevna
PY - 2011
DA - 2011/12/29
PB - Mendeleev Communications
SP - 32-34
IS - 1
VL - 22
ER -
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@article{2011_Petukhova,
author = {Vera Yur'evna Petukhova and Mikhail Igorevich Pleshchev and Leonid Leonidovich Fershtat and Vladimir Vladimirovich Kuznetsov and Vadim Vadimovich Kachala and Nina Nikolaevna Makhova},
title = {Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds},
journal = {Mendeleev Communications},
year = {2011},
volume = {22},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.01.012},
number = {1},
pages = {32--34},
doi = {10.1016/j.mencom.2012.01.012}
}
MLA
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Petukhova, Vera Yur'evna, et al. “Metathesis of azomethine imines in the reaction of 6-aryl-1,5-diazabicyclo[3.1.0]hexanes with carbonyl compounds.” Mendeleev Communications, vol. 22, no. 1, Dec. 2011, pp. 32-34. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2012.01.012.

Abstract

An interaction of carbonyl compounds (isatins, 4-nitrobenzaldehyde) with azomethine imines generated by the diaziridine ring opening in 6-aryl-1,5-diazabicyclo[3.1.0]hexanes in the presence of BF3·Et2O as a catalyst induced the metathesis to other azomethine imines with the elimination of aldehydes ArCHO. New azomethine imines were trapped with diethyl acetylenedicarboxylate, otherwise they transformed to the corresponding pyrazolines due to a 1,4-H shift.

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