Home / Publications / The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes

The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes

Irena Sergeevna Akhrem 1
Irena Sergeevna Akhrem
, 
Dzul'etta Vagenakovna Avetisyan 1
Dzul'etta Vagenakovna Avetisyan
, 
Lyudmila Vyacheslavovna Afanas'eva 1
Lyudmila Vyacheslavovna Afanas'eva
, 
Evgenii Iosifovich Goryunov 1
Evgenii Iosifovich Goryunov
, 
Irina Mikhailovna Churilova 1
Irina Mikhailovna Churilova
, 
Pavel Vasil'evich Petrovskii 1
Pavel Vasil'evich Petrovskii
, 
Nikolai Dmitrievich Kagramanov 1
Nikolai Dmitrievich Kagramanov
10.1016/j.mencom.2011.09.009
Published 2011-09-14
Communication , Volume 21, Issue 5, 259-261
11
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Akhrem I. S. et al. The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 259-261.
GOST all authors (up to 50) Copy
Akhrem I. S., Avetisyan D. V., Afanas'eva L. V., Goryunov E. I., Churilova I. M., Petrovskii P. V., Kagramanov N. D. The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes // Mendeleev Communications. 2011. Vol. 21. No. 5. pp. 259-261.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2011.09.009
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.009
TI - The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes
T2 - Mendeleev Communications
AU - Akhrem, Irena Sergeevna
AU - Avetisyan, Dzul'etta Vagenakovna
AU - Afanas'eva, Lyudmila Vyacheslavovna
AU - Goryunov, Evgenii Iosifovich
AU - Churilova, Irina Mikhailovna
AU - Petrovskii, Pavel Vasil'evich
AU - Kagramanov, Nikolai Dmitrievich
PY - 2011
DA - 2011/09/14
PB - Mendeleev Communications
SP - 259-261
IS - 5
VL - 21
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2011_Akhrem,
author = {Irena Sergeevna Akhrem and Dzul'etta Vagenakovna Avetisyan and Lyudmila Vyacheslavovna Afanas'eva and Evgenii Iosifovich Goryunov and Irina Mikhailovna Churilova and Pavel Vasil'evich Petrovskii and Nikolai Dmitrievich Kagramanov},
title = {The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.009},
number = {5},
pages = {259--261},
doi = {10.1016/j.mencom.2011.09.009}
}
MLA
Cite this
MLA Copy
Akhrem, Irena Sergeevna, et al. “The first one-pot synthesis of 1,3-dicarbonyl adamantanes from 1-bromoadamantanes.” Mendeleev Communications, vol. 21, no. 5, Sep. 2011, pp. 259-261. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.09.009.

Abstract

Treatment of 1-bromoadamantane and 1-bromo-3,5-dimethyladamantane with CBr4·2AlBr3 under carbon monoxide atmosphere followed by quenching with nucleophiles affords 1,3-dicarbonyl adamantanes.

References

1.
March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 6th edn., eds. M. B. Smith and J. March, Wiley, New York, 2007.
2.
A novel family of aprotic organic superacids for low-temperature alkane and cycloalkane transformations
Akhrem I., Orlinkov A., Vol'pin M.
Journal of the Chemical Society Chemical Communications, 1993
4.
The first one-pot ‘alkane-like’ reactions of carbonyl-containing adamantanes
Akhrem I., Avetisyan D., Afanas’eva L., Kagramanov N., Petrovskii P., Orlinkov A.
Tetrahedron Letters, 2010
6.
E. I. Bagrii, Adamantany: poluchenie, svoistva, primenenie (Adamantanes: Production, Properties and Application), Nauka, Moscow, 1989.(in Russian).
7.
The structure of equimolar complexes of acyl halides with Lewis acids
Orlinkov A.V., Akhrem I.S., Vol'pin M.E.
Russian Chemical Reviews, 1991
9.
Superelectrophilic Solvation
Olah G.A., Klumpp D.A.
Accounts of Chemical Research, 2004
10.
1,2-Dications in Organic Main Group Systems
Nenajdenko V.G., Shevchenko N.E., Balenkova E.S., Alabugin I.V.
Chemical Reviews, 2002
11.
Density functional theory study of adamantanediyl dications C 10 H 14 2+ and protio -adamantyl dications C 10 H 16 2+
Rasul G., Olah G.A., Prakash G.K.
Proceedings of the National Academy of Sciences of the United States of America, 2004
13.
10.1016/j.mencom.2011.09.009_bib0050_1
Fort
Adamantane. The Chemistry of Diamond Molecules, 1976
14.
10.1016/j.mencom.2011.09.009_bib0050_2
Kurisaki
Chem. Economy Eng. Rev., 1976
15.
10.1016/j.mencom.2011.09.009_bib0050_3
Kovtun
Khim. Farm. Zh., 1987
16.
10.1016/j.mencom.2011.09.009_bib0050_4
Shvekhgeimer
Usp. Khim., 1996
17.
Polymeric Derivatives of Adamantane
Khardin A.P., Radchenko S.S.
Russian Chemical Reviews, 1982
18.
10.1016/j.mencom.2011.09.009_bib0055_2
Novakov
Vysokomol. Soedin., C, 2005
19.
Synthesis and characterization of nylon 18 18 and nylon 18 adamantane
Bennett C., Kaya E., Sikes A.M., Jarrett W.L., Mathias L.J.
Journal of Polymer Science, Part A: Polymer Chemistry, 2009
20.
10.1016/j.mencom.2011.09.009_bib0060_1
Chaikovskaya
Zh. Org. Khim., 1989
21.
10.1016/j.mencom.2011.09.009_bib0060_2
Yurchenko
Zh. Org. Khim., 1990
23.
A Tale of Three Carboxylates: Cooperative Asymmetric Crystallization of a Three-Dimensional Microporous Framework from Achiral Precursors
Zhang J., Chen S., Nieto R., Wu T., Feng P., Bu X.
Angewandte Chemie - International Edition, 2010
24.
Novel Glass-Forming Organic Materials. 1. Adamantane with Pendant Cholesteryl, Disperse Red 1, and Nematogenic Groups
Chen S.H., Mastrangelo J.C., Shi H., Bashir-Hashemi A., Li J., Gelber N.
Macromolecules, 1995
25.
Adamantan als Baustein neuer Araliphane Synthese, Spektroskopie und Kristallstrukturen
Dohm J., Vögtle F., Nieger M., Rissanen K.
Chemische Berichte, 1991
26.
Synthesis of Functional Derivatives of Tricyclic Hydrocarbons
Butenko L.N., Protopopov P.A., Derbisher V.E., Khardin A.P.
Synthetic Communications, 1984
28.
10.1016/j.mencom.2011.09.009_bib0070_4
Moiseev
Zh. Org. Khim., 1983
29.
10.1016/j.mencom.2011.09.009_bib0070_5
Yagrushkina
Zh. Org. Khim., 1994