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4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative

Dmitry Alekseevich Denisov 1
Dmitry Alekseevich Denisov
, 
Denis Dmitrievich Borisov 1
Denis Dmitrievich Borisov
, 
Konstantin Vladislavovich Potapov 1
Konstantin Vladislavovich Potapov
, 
Roman Aleksandrovich Novikov 1
Roman Aleksandrovich Novikov
, 
10.1016/j.mencom.2019.07.020
Published 2019-07-01
Communication , Volume 29, Issue 4, 417-418
4
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Denisov D. A. et al. 4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative // Mendeleev Communications. 2019. Vol. 29. No. 4. pp. 417-418.
GOST all authors (up to 50) Copy
Denisov D. A., Borisov D. D., Potapov K. V., Novikov R. A., Tomilov Y. V. 4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative // Mendeleev Communications. 2019. Vol. 29. No. 4. pp. 417-418.
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TY - JOUR
DO - 10.1016/j.mencom.2019.07.020
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.07.020
TI - 4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative
T2 - Mendeleev Communications
AU - Denisov, Dmitry Alekseevich
AU - Borisov, Denis Dmitrievich
AU - Potapov, Konstantin Vladislavovich
AU - Novikov, Roman Aleksandrovich
AU - Tomilov, Yury Vasil'evich
PY - 2019
DA - 2019/07/01
PB - Mendeleev Communications
SP - 417-418
IS - 4
VL - 29
ER -
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@article{2019_Denisov,
author = {Dmitry Alekseevich Denisov and Denis Dmitrievich Borisov and Konstantin Vladislavovich Potapov and Roman Aleksandrovich Novikov and Yury Vasil'evich Tomilov},
title = {4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.07.020},
number = {4},
pages = {417--418},
doi = {10.1016/j.mencom.2019.07.020}
}
MLA
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Denisov, Dmitry Alekseevich, et al. “4-Phenylspiro[2.2]pentane-1,1-dicarboxylate: synthesis and reactions with EtAlCl2 and 4,5-diazaspiro[2.4]hept-4-ene derivative.” Mendeleev Communications, vol. 29, no. 4, Jul. 2019, pp. 417-418. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.07.020.

Abstract

Cyclopropanation of 1-methylidene-2-phenylcyclopropane with dimethyl diazomalonate affords new dimethyl 4-phenyl-spiro[2.2]pentane-1,1-dicarboxylate. On contact with EtAlCl2, this compound undergoes opening of both cyclopropane rings to give dimethyl (2-chloromethyl-3-phenylallyl)malonate. Its EtAlCl2-assisted reaction with methyl 5′-methylspiro[cyclo-propane-1,3′-pyrazoline]-5′-carboxylate proceeds as the 1,3:1′,5′-addition to afford mainly 3-(2-chloroethyl)-1-cyclo-propylmethyl-1H-pyrazoline derivative.

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