Home / Publications / Efficient synthesis of triazole-containing spiro dilactones

Efficient synthesis of triazole-containing spiro dilactones

Tariel V Ghochikyan 1
Tariel V Ghochikyan
, 
Vasilii Mikhailovich Muzalevskiy 2
Vasilii Mikhailovich Muzalevskiy
, 
Melanya A Samvelyan 1
Melanya A Samvelyan
, 
Armen S Galstyan 1
Armen S Galstyan
, 
Valentin Georgievich Nenajdenko 2, 3
Valentin Georgievich Nenajdenko
10.1016/j.mencom.2016.01.005
Published 2015-12-30
Communication , Volume 26, Issue 1, 11-13
6
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Ghochikyan T. V. et al. Efficient synthesis of triazole-containing spiro dilactones // Mendeleev Communications. 2015. Vol. 26. No. 1. pp. 11-13.
GOST all authors (up to 50) Copy
Ghochikyan T. V., Muzalevskiy V. M., Samvelyan M. A., Galstyan A. S., Nenajdenko V. G. Efficient synthesis of triazole-containing spiro dilactones // Mendeleev Communications. 2015. Vol. 26. No. 1. pp. 11-13.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2016.01.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.01.005
TI - Efficient synthesis of triazole-containing spiro dilactones
T2 - Mendeleev Communications
AU - Ghochikyan, Tariel V
AU - Muzalevskiy, Vasilii Mikhailovich
AU - Samvelyan, Melanya A
AU - Galstyan, Armen S
AU - Nenajdenko, Valentin Georgievich
PY - 2015
DA - 2015/12/30
PB - Mendeleev Communications
SP - 11-13
IS - 1
VL - 26
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2015_Ghochikyan,
author = {Tariel V Ghochikyan and Vasilii Mikhailovich Muzalevskiy and Melanya A Samvelyan and Armen S Galstyan and Valentin Georgievich Nenajdenko},
title = {Efficient synthesis of triazole-containing spiro dilactones},
journal = {Mendeleev Communications},
year = {2015},
volume = {26},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.01.005},
number = {1},
pages = {11--13},
doi = {10.1016/j.mencom.2016.01.005}
}
MLA
Cite this
MLA Copy
Ghochikyan, Tariel V., et al. “Efficient synthesis of triazole-containing spiro dilactones.” Mendeleev Communications, vol. 26, no. 1, Dec. 2015, pp. 11-13. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2016.01.005.

Abstract

3-Bromomethyl-2,8-dioxaspiro[4.4]nonane-1,6-diones were efficiently prepared from 3-ethoxycarbonyltetrahydrofuran-2-ones. Subsequent conversion of the bromomethyl group into azidomethyl one followed by click reaction with alkynes afforded the multifunctional triazole-containing spiro dilactones in almost quantitative yields.

References

2.
Privileged scaffolds for library design and drug discovery
Welsch M.E., Snyder S.A., Stockwell B.R.
Current Opinion in Chemical Biology, 2010
7.
A Chemobiological Synthesis of Eplerenone
Wuts P., Anderson A., Ashford S., Goble M., White M., Beck D., Gilbert I., Hrab R.
Synlett, 2008
8.
10.1016/j.mencom.2016.01.005_sbref0015b
Xu
Synlett, 2010
9.
10.1016/j.mencom.2016.01.005_sbref0015c
Hejmanowska
Synlett, 2014
10.
Khafizova L.O., Gubaidullin R.R., Popod’ko N.R., Meshcheryakova E.S., Khalilov L.M., Dzhemilev U.M.
Mendeleev Communications, 2014
11.
Shabalin D.A., Dvorko M.Y., Schmidt E.Y., Protsuk N.I., Ushakov I.A., Mikhaleva A.I., Trofimov B.A.
Mendeleev Communications, 2015
12.
Laptev A.V., Lukin A.Y., Belikov N.E., Demina O.V., Khodonov A.A., Shvets V.I.
Mendeleev Communications, 2014
13.
Syntheses based on 8-substituted 3-bromoacetyl-3,8-dimethyl-2,7-dioxaspiro[4,4]nonane-1,6-diones
Kochikyan T.V., Harutyunyan E.V., Harutyunyan V.S., Avetisyan A.A.
Chemistry of Heterocyclic Compounds, 2006
14.
New Heterocyclic Derivatives of α-Spirodilactones
Kochikyan T.V., Samvelyan M.A., Arutyunyan V.S., Avetisyan A.A.
Russian Journal of Organic Chemistry, 2005
15.
10.1016/j.mencom.2016.01.005_sbref0020c
Harutyunyan
Arm. Khim. Zh., 2000
16.
10.1016/j.mencom.2016.01.005_sbref0020d
Harutyunyan
Arm. Khim. Zh., 1994
20.
Chiral Isocyanoazides: Efficient Bifunctional Reagents for Bioconjugation
Nenajdenko V.G., Gulevich A.V., Sokolova N.V., Mironov A.V., Balenkova E.S.
European Journal of Organic Chemistry, 2010
21.
Design and synthesis of bile acid-peptide conjugates linked via triazole moiety
Sokolova N.V., Latyshev G.V., Lukashev N.V., Nenajdenko V.G.
Organic and Biomolecular Chemistry, 2011
22.
Development of new methods in modern selective organic synthesis: Preparation of functionalized molecules with atomic precision
Ananikov V.P., Khemchyan L.L., Ivanova Y.V., Bukhtiyarov V.I., Sorokin A.M., Prosvirin I.P., Vatsadze S.Z., Medved'ko A.V., Nuriev V.N., Dilman A.D., Levin V.V., Koptyug I.V., Kovtunov K.V., Zhivonitko V.V., Likholobov V.A., et. al.
Russian Chemical Reviews, 2014
23.
Govdi A.I., Vasilevsky S.F., Sokolova N.V., Sorokina I.V., Tolstikova T.G., Nenajdenko V.G.
Mendeleev Communications, 2013
24.
Synthesis of new betulinic acid–peptide conjugates and in vivo and in silico studies of the influence of peptide moieties on the triterpenoid core activity
Govdi A.I., Sokolova N.V., Sorokina I.V., Baev D.S., Tolstikova T.G., Mamatyuk V.I., Fadeev D.S., Vasilevsky S.F., Nenajdenko V.G.
MedChemComm, 2015
25.
Rapid access to new bioconjugates of betulonic acid via click chemistry
Vasilevsky S.F., Govdi A.I., Sorokina I.V., Tolstikova T.G., Baev D.S., Tolstikov G.A., Mamatuyk V.I., Alabugin I.V.
Bioorganic and Medicinal Chemistry Letters, 2011
26.
Rules for ring closure
Baldwin J.E.
Journal of the Chemical Society Chemical Communications, 1976
28.
Why δ-Valerolactone Polymerizes and γ-Butyrolactone Does Not
Houk K.N., Jabbari A., Hall H.K., Alemán C.
Journal of Organic Chemistry, 2008