Home / Publications / Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide

Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide

Victoria Germanovna Elshina 1
Victoria Germanovna Elshina
, 
Vladimir Vital'evich Novokshonov 1
Vladimir Vital'evich Novokshonov
, 
Ekaterina Aleksandrovna Verochkina 1
Ekaterina Aleksandrovna Verochkina
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Igor Borisovich Rosentsveig 1
Igor Borisovich Rosentsveig
, 
Nadezhda Viktorovna Vchislo 1
Nadezhda Viktorovna Vchislo
10.1016/j.mencom.2019.11.015
Published 2019-11-01
Communication , Volume 29, Issue 6, 651-652
12
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Elshina V. G. et al. Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 651-652.
GOST all authors (up to 50) Copy
Elshina V. G., Novokshonov V. V., Verochkina E. A., Ushakov I. A., Rosentsveig I. B., Vchislo N. V. Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide // Mendeleev Communications. 2019. Vol. 29. No. 6. pp. 651-652.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2019.11.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.015
TI - Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide
T2 - Mendeleev Communications
AU - Elshina, Victoria Germanovna
AU - Novokshonov, Vladimir Vital'evich
AU - Verochkina, Ekaterina Aleksandrovna
AU - Ushakov, Igor Alekseevich
AU - Rosentsveig, Igor Borisovich
AU - Vchislo, Nadezhda Viktorovna
PY - 2019
DA - 2019/11/01
PB - Mendeleev Communications
SP - 651-652
IS - 6
VL - 29
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Elshina,
author = {Victoria Germanovna Elshina and Vladimir Vital'evich Novokshonov and Ekaterina Aleksandrovna Verochkina and Igor Alekseevich Ushakov and Igor Borisovich Rosentsveig and Nadezhda Viktorovna Vchislo},
title = {Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide},
journal = {Mendeleev Communications},
year = {2019},
volume = {29},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.015},
number = {6},
pages = {651--652},
doi = {10.1016/j.mencom.2019.11.015}
}
MLA
Cite this
MLA Copy
Elshina, Victoria Germanovna, et al. “Synthesis of oxazolines and oxazoles by the reaction of propynals with tosylmethyl isocyanide.” Mendeleev Communications, vol. 29, no. 6, Nov. 2019, pp. 651-652. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2019.11.015.

Abstract

The reaction of 3-(trimethylsilyl)propynal, 3-(triethylgermyl) propynal or 3-phenylpropynal with tosylmethyl isocyanide affords new 5-alkynyl-4-tosyl-2-oxazolines and/or 5-alkynyl-1,3-oxazoles.

References

1.
S. L. Gwaltney, II, H.-S. Jae, D.M. Kalvin, G. Liu, H.L. Sham, Q. Li, A.K. Claiborne, L. Wang, K.J. Barr and K. W. Woods, WO Patent 00/06556, 2000
2.
Significance of Asymmetric Sites in Choosing Siderophores as Deferration Agents
Bergeron R.J., Xin M.G., Weimar W.R., Smith R.E., Wiegand J.
Journal of Medicinal Chemistry, 2001
3.
Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction
Beloglazkina A.А., Skvortsov D.А., Tafeenko V.A., Majouga А.G., Zyk N.V., Beloglazkina Е.К.
Russian Chemical Bulletin, 2018
4.
Brasilibactin A, a Cytotoxic Compound from Actinomycete Nocardia brasiliensis
Tsuda M., Yamakawa M., Oka S., Tanaka Y., Hoshino Y., Mikami Y., Sato A., Fujiwara H., Ohizumi Y., Kobayashi J.
Journal of Natural Products, 2005
5.
Total Synthesis of Leupyrrins A1and B1, Highly Potent Antifungal Agents from the MyxobacteriumSorangium cellulosum
Thiede S., Wosniok P.R., Herkommer D., Debnar T., Tian M., Wang T., Schrempp M., Menche D.
Chemistry - A European Journal, 2016
7.
Total Synthesis and Biological Evaluation of Halipeptins A and D and Analogues
Nicolaou K.C., Lizos D.E., Kim D.W., Schlawe D., de Noronha R.G., Longbottom D.A., Rodriquez M., Bucci M., Cirino G.
Journal of the American Chemical Society, 2006
9.
Total Synthesis of Bengazole A
Chandrasekhar S., Sudhakar A.
Organic Letters, 2009
11.
10.1016/j.mencom.2019.11.015_sbref0005k
Bansal
Int. J. Pharm. Sci. Res., 2014
16.
Phosphite-oxazole/imidazoleligands in asymmetric intermolecular Heck reaction
Mazuela J., Tolstoy P., Pàmies O., Andersson P.G., Diéguez M.
Organic and Biomolecular Chemistry, 2011
17.
Baranov D.S., Ryabichev A.A., Mamatyuk V.I., Gatilov Y.V., Kartsev V.G., Vasilevsky S.F.
Mendeleev Communications, 2012
20.
Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles
Carlucci C., Tota A., Colella M., Ronamazzi G., Clarkson G.J., Luisi R., Degennaro L.
Chemistry of Heterocyclic Compounds, 2018
21.
10.1016/j.mencom.2019.11.015_sbref0020e
Abraham
Arabian J. Chem., 2018
22.
Solution-phase parallel oxazole synthesis with TosMIC
Kulkarni B.A., Ganesan A.
Tetrahedron Letters, 1999
26.
10.1016/j.mencom.2019.11.015_bib0030
Wu
Synlett, 2009
28.
Highly efficient microwave assisted synthesis of polyfunctional 1,3-dioxolanes from γ -hydroxypropynals
Bulanov D.A., Novokshonova I.A., Safronova L.P., Ushakov I.A., Medvedeva A.S.
Tetrahedron Letters, 2016