Home / Publications / Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole

Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole

Elena Aleksandrovna Nikiforova 1
Elena Aleksandrovna Nikiforova
Nikolai Fedorovich Kirillov 1
Nikolai Fedorovich Kirillov
Daniil Vladimirovich Baibarodskikh 1
Daniil Vladimirovich Baibarodskikh
Sergey Nikolaevich Shurov 1
Sergey Nikolaevich Shurov
Maksim Victorovich Dmitriev 1
Maksim Victorovich Dmitriev
Dmitriy Pavlovich Zverev 1
Dmitriy Pavlovich Zverev
Published 2021-03-03
CommunicationVolume 31, Issue 2, 248-250
1
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Nikiforova E. A. et al. Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole // Mendeleev Communications. 2021. Vol. 31. No. 2. pp. 248-250.
GOST all authors (up to 50) Copy
Nikiforova E. A., Kirillov N. F., Baibarodskikh D. V., Shurov S. N., Dmitriev M. V., Zverev D. P. Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole // Mendeleev Communications. 2021. Vol. 31. No. 2. pp. 248-250.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2021.03.035
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.035
TI - Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole
T2 - Mendeleev Communications
AU - Nikiforova, Elena Aleksandrovna
AU - Kirillov, Nikolai Fedorovich
AU - Baibarodskikh, Daniil Vladimirovich
AU - Shurov, Sergey Nikolaevich
AU - Dmitriev, Maksim Victorovich
AU - Zverev, Dmitriy Pavlovich
PY - 2021
DA - 2021/03/03
PB - Mendeleev Communications
SP - 248-250
IS - 2
VL - 31
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Nikiforova,
author = {Elena Aleksandrovna Nikiforova and Nikolai Fedorovich Kirillov and Daniil Vladimirovich Baibarodskikh and Sergey Nikolaevich Shurov and Maksim Victorovich Dmitriev and Dmitriy Pavlovich Zverev},
title = {Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.035},
number = {2},
pages = {248--250},
doi = {10.1016/j.mencom.2021.03.035}
}
MLA
Cite this
MLA Copy
Nikiforova, Elena Aleksandrovna, et al. “Reaction of Reformatsky reagents with 2,5-diphenyl-1,3,4-oxadiazole.” Mendeleev Communications, vol. 31, no. 2, Mar. 2021, pp. 248-250. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.035.

Keywords

1,3,4-oxadiazoles
alicyclic compounds
organozinc compounds
pyrano[2,3-c]pyrazoles
pyrazol-3-ones
Reformatsky reaction
spiro compounds
X-ray analysis

Abstract

The reaction of methyl a-bromoisobutyrate or 1-bromocycloalkanecarboxylates with zinc and 2,5-diphenyl-1,3,4-oxadiazole leads to 5-phenyl-2,4-dihydro-3H-pyrazol-3-one derivatives, with the cycloalkane series affording products of spiro structure. In the case of cyclobutane reactant, 3-phenyl-2,4,5,6-tetrahydropyrano[2,3-c]pyrazole is also formed.

References

1.
10.1016/j.mencom.2021.03.035_bib0005
Dardoize
Bull. Soc. Chim. Fr., 1969
2.
Novel Syntheses of Azetidines and Azetidinones
Brandi A., Cicchi S., Cordero F.M.
Chemical Reviews, 2008
4.
Nikiforova E.A., Kirillov N.F., Melekhin V.S., Slepukhin P.A.
Mendeleev Communications, 2019
5.
Synthesis and reactivity of spiro-fused β-lactams
Singh G.S., D’hooghe M., De Kimpe N.
Tetrahedron, 2011
6.
Synthesis of Some Novel 3-Spiro Monocyclic β-Lactams and Their Antibacterial and Antifungal Investigations
Jarrahpour A., Rezaei S., Sinou V., Latour C., Brunel J.M.
Iranian Journal of Science and Technology, Transaction A: Science, 2016
7.
Synthesis of mono-, bis-spiro- and dispiro-β-lactams and evaluation of their antimalarial activities
Jarrahpour A., Ebrahimi E., De Clercq E., Sinou V., Latour C., Djouhri Bouktab L., Brunel J.M.
Tetrahedron, 2011
8.
Synthesis and rearrangement of glycidic thiol esters. Migratory aptitudes
Dagli D.J., Gorski R.A., Wemple J.
Journal of Organic Chemistry, 1975
9.
Bicyclic Ketones by Intramolecular Alkylations. A Reinvestigation
10.
Preparation of spiro[3.4]oct-1-ene
Wilcox C.F., Whitney G.C.
Journal of Organic Chemistry, 1967
11.
CrysAlisPro Software System, version 1.171.37, Agilent Technologies, Yarnton, Oxfordshire, UK.
12.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007
13.
WinGXandORTEP for Windows: an update
Farrugia L.J.
Journal of Applied Crystallography, 2012
15.
A. A. Granovsky, Firefly, version 8.2.0, http://classic.chem.msu.su/gran/firefly/index.html.