Home / Publications / 1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter

1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter

Konstantin Nikolaevich Shavrin 1
Konstantin Nikolaevich Shavrin
Valentin Dmitrievich Gvozdev 1
Valentin Dmitrievich Gvozdev
Dmitry Vladimirovich Budanov 2
Dmitry Vladimirovich Budanov
Serafim Vladimirovich Yurov 3
Serafim Vladimirovich Yurov
Oleg Matveevich Nefedov 1
Oleg Matveevich Nefedov
Published 2006-04-14
CommunicationVolume 16, Issue 2, 73-76
15
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Shavrin K. N. et al. 1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter // Mendeleev Communications. 2006. Vol. 16. No. 2. pp. 73-76.
GOST all authors (up to 50) Copy
Shavrin K. N., Gvozdev V. D., Budanov D. V., Yurov S. V., Nefedov O. M. 1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter // Mendeleev Communications. 2006. Vol. 16. No. 2. pp. 73-76.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2006v016n02ABEH002267
UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n02ABEH002267
TI - 1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter
T2 - Mendeleev Communications
AU - Shavrin, Konstantin Nikolaevich
AU - Gvozdev, Valentin Dmitrievich
AU - Budanov, Dmitry Vladimirovich
AU - Yurov, Serafim Vladimirovich
AU - Nefedov, Oleg Matveevich
PY - 2006
DA - 2006/04/14
PB - Mendeleev Communications
SP - 73-76
IS - 2
VL - 16
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2006_Shavrin,
author = {Konstantin Nikolaevich Shavrin and Valentin Dmitrievich Gvozdev and Dmitry Vladimirovich Budanov and Serafim Vladimirovich Yurov and Oleg Matveevich Nefedov},
title = {1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter},
journal = {Mendeleev Communications},
year = {2006},
volume = {16},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n02ABEH002267},
number = {2},
pages = {73--76},
doi = {10.1070/MC2006v016n02ABEH002267}
}
MLA
Cite this
MLA Copy
Shavrin, Konstantin Nikolaevich, et al. “1-(Alk-1-ynyl)cyclopropenes: synthesis by interaction of 1-(alk-1-ynyl)-1-halocyclopropanes with lithium N,N-dialkylamides and subsequent additions of the latter.” Mendeleev Communications, vol. 16, no. 2, Apr. 2006, pp. 73-76. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n02ABEH002267.

Abstract

A new synthetic approach to 1-(alk-1-ynyl)cyclopropenes 2 by the reaction of 1-(alk-1-ynyl)-1-chlorocyclopropanes 1 with lithium N,N-dialkylamides has been developed. Alkynylcyclopropenes 2, obtained by this method in situ or isolated in individual state can add dialkylamide anions across the double bond of the cyclopropene fragment to give hitherto unknown alkynyl-(dialkylamino)cyclopropanes 3, 4.

References

1.
Synthesis of 3,3-dimethyl-1-phenyl-2-phenylethynylcyclopropene - the first conjugated alkynylcyclopropene
Kuznetsov M.A., Dorofeeva Y.V., Semenovskii V.V., Gindin V.A., Studenikov A.N.
Tetrahedron, 1992
3.
Synthesis of alkenyl- and alkynylcyclopropenes
Haley M.M., Biggs B., Looney W.A., Gilbertson R.D.
Tetrahedron Letters, 1995
4.
10.1070/MC2006v016n02ABEH002267_bib4
Kuznetsov
Zh. Obshch. Khim., 1993
5.
Alkynylhalocarbenes: generation from 1,1-dihaloalk-2-ynes by base solvolysis and reaction with alkenes
Shavrin K.N., Krylova I.V., Shvedova I.B., Okonnishnikova G.P., Dolgy I.E., Nefedov O.M.
Journal of the Chemical Society Perkin Transactions 2, 1991
6.
10.1070/MC2006v016n02ABEH002267_bib6
Shavrin
Izv. Akad. Nauk SSSR, Ser. Khim., 1991
7.
10.1070/MC2006v016n02ABEH002267_bib7
Shavrin
Izv. Akad. Nauk, Ser. Khim., 1992
8.
10.1070/MC2006v016n02ABEH002267_bib8
Shavrin
Izv. Akad. Nauk, Ser. Khim., 2002
9.
10.1070/MC2006v016n02ABEH002267_bib9
Franck-Newmann
Tetrahedron, 1988
10.
10.1070/MC2006v016n02ABEH002267_bib10
Gritsenko
Zh. Obshch. Khim., 1988