Home / Publications / CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes

CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes

Nikolai Vasilevich Volchkov 1
Nikolai Vasilevich Volchkov
, 
Maxim Alexandrovich Novikov 1
Maxim Alexandrovich Novikov
, 
Maria Borisovna Lipkind 1
Maria Borisovna Lipkind
, 
Oleg Matveevich Nefedov 1
Oleg Matveevich Nefedov
10.1016/j.mencom.2013.01.006
Published 2013-01-03
Communication , Volume 23, Issue 1, 19-21
15
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Volchkov N. V. et al. CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes // Mendeleev Communications. 2013. Vol. 23. No. 1. pp. 19-21.
GOST all authors (up to 50) Copy
Volchkov N. V., Novikov M. A., Lipkind M. B., Nefedov O. M. CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes // Mendeleev Communications. 2013. Vol. 23. No. 1. pp. 19-21.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2013.01.006
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.006
TI - CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes
T2 - Mendeleev Communications
AU - Volchkov, Nikolai Vasilevich
AU - Novikov, Maxim Alexandrovich
AU - Lipkind, Maria Borisovna
AU - Nefedov, Oleg Matveevich
PY - 2013
DA - 2013/01/03
PB - Mendeleev Communications
SP - 19-21
IS - 1
VL - 23
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2013_Volchkov,
author = {Nikolai Vasilevich Volchkov and Maxim Alexandrovich Novikov and Maria Borisovna Lipkind and Oleg Matveevich Nefedov},
title = {CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes},
journal = {Mendeleev Communications},
year = {2013},
volume = {23},
publisher = {Mendeleev Communications},
month = {Jan},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.006},
number = {1},
pages = {19--21},
doi = {10.1016/j.mencom.2013.01.006}
}
MLA
Cite this
MLA Copy
Volchkov, Nikolai Vasilevich, et al. “CuCl-Catalyzed Isomerization of gem-Chlorofluoro-Cyclopropanes into Chlorofluoroalkenes.” Mendeleev Communications, vol. 23, no. 1, Jan. 2013, pp. 19-21. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.01.006.

Abstract

CuCl-catalyzed isomerization of gem-chlorofluorocyclopropanes into chlorofluoroalkenes occurs as a result of the ring opening accompanied by the migration of chlorine atom. In the case of vinyl- or cyclopropyl-containing substrates, chlorofluoroalkadienes are formed.

References

1.
10.1016/j.mencom.2013.01.006_bib0005_1
Fields
J. Chem. Soc. (C), 1969
2.
10.1016/j.mencom.2013.01.006_bib0005_2
Holbrook
J. Chem. Soc. (B), 1970
3.
10.1016/j.mencom.2013.01.006_bib0010
Bartlet
Bull. Soc. Chim. Fr., 1969
4.
H. Jendralla, Cyclopropyl to Allyl Rearrengement, in Methods of Organic Chemistry (Houben-Weyl), ed. A. de Meijere, Thieme, Stuttgart, 1997, vol. E17c, p. 2313.
5.
Gem-Dihalocyclopropanes in organic synthesis
Kostikov R.R., Molchanov A.P., Hopf H.
Topics in Current Chemistry, 1990
12.
A Strain-Promoted [3 + 2] Azide−Alkyne Cycloaddition for Covalent Modification of Biomolecules in Living Systems
Agard N.J., Prescher J.A., Bertozzi C.R.
Journal of the American Chemical Society, 2004
15.
A Convenient Preparation of 2-Fluoro-3-alkoxy-1,3-butadienes
Patrick T.B., Rogers J., Gorrell K.
Organic Letters, 2002
16.
Microwave assisted Diels-Alder cycloaddition of 2-fluoro-3-methoxy-1,3-butadiene
Patrick T.B., Gorrell K., Rogers J.
Journal of Fluorine Chemistry, 2007
18.
Generation and electrophilic substitution reactions of 3-lithio-2-methyleneaziridines
Montagne C., Prévost N., Shiers J.J., Prié G., Rahman S., Hayes J.F., Shipman M.
Tetrahedron, 2006
19.
1-Phenyl-1,2-cyclohexadiene: Generation, Interception by Activated Olefins, Dimerisation and Trimerisation
Christl M., Schreck M., Fischer T., Rudolph M., Moigno D., Fischer H., Deuerlein S., Stalke D.
Chemistry - A European Journal, 2009
22.
Ring Expansion of Bicyclicgem-Dihalo- and Monohalocyclopropanes
Ando T., Hosaka H., Yamanaka H., Funasaka W.
Bulletin of the Chemical Society of Japan, 1969
23.
Die Addition von Fluorcarbenen an Norbornadien: Eine Homo-1,4-addition
Jefford C.W., Kabengele N., Kovacs J., Burger U.
Helvetica Chimica Acta, 1974
24.
Cheletropic reactions of fluorocarbenes with norbornadienes
Jefford C.W., Mareda J., Gehret J.C., Kebengele T., Graham W.D., Burger U.
Journal of the American Chemical Society, 1976
25.
Stereochemistry of the cyclopropyl-allyl rearrangements.
Ghosez L., Slinckx G., Glineur M., Hoet P., Laroche P.
Tetrahedron Letters, 1967
26.
10.1016/j.mencom.2013.01.006_bib0045
Molchanov
Zh. Org. Khim., 2001