Home / Publications / Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6

Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6

Galina Anisimovna Artamkina 1
Galina Anisimovna Artamkina
Maria V Ermolina 1
Maria V Ermolina
Published 2003-09-02
CommunicationVolume 13, Issue 4, 158-160
21
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Artamkina G. A., Ermolina M. V., Beletskaya I. P. Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6 // Mendeleev Communications. 2003. Vol. 13. No. 4. pp. 158-160.
GOST all authors (up to 50) Copy
Artamkina G. A., Ermolina M. V., Beletskaya I. P. Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6 // Mendeleev Communications. 2003. Vol. 13. No. 4. pp. 158-160.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2003v013n04ABEH001753
UR - https://mendcomm.colab.ws/publications/10.1070/MC2003v013n04ABEH001753
TI - Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6
T2 - Mendeleev Communications
AU - Artamkina, Galina Anisimovna
AU - Ermolina, Maria V
AU - Beletskaya, Irina Petrovna
PY - 2003
DA - 2003/09/02
PB - Mendeleev Communications
SP - 158-160
IS - 4
VL - 13
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2003_Artamkina,
author = {Galina Anisimovna Artamkina and Maria V Ermolina and Irina Petrovna Beletskaya},
title = {Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6},
journal = {Mendeleev Communications},
year = {2003},
volume = {13},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2003v013n04ABEH001753},
number = {4},
pages = {158--160},
doi = {10.1070/MC2003v013n04ABEH001753}
}
MLA
Cite this
MLA Copy
Artamkina, Galina Anisimovna, et al. “Solvent-free Pd-catalysed N-arylation of amines, amides and diaza-18-crown-6.” Mendeleev Communications, vol. 13, no. 4, Sep. 2003, pp. 158-160. https://mendcomm.colab.ws/publications/10.1070/MC2003v013n04ABEH001753.

Abstract

The N-arylation of amines, amides and diaza-18-crown-6 with weakly activated aryl bromides catalysed by Pd0/L and the arylation of pyrrolidone-2 with 2-bromothiophene catalysed by CuI/1,2-di(methylamino)cyclohexane can be performed in the presence of graphite at 60–100 °C without solvent to give arylation products in good yields (60–78%).

References

3.
Recent developments in aromatic heteroatom coupling reactions
G. Frost C., Mendonça P.
Journal of the Chemical Society Perkin Transactions 1, 1998
4.
Recent synthetic advances in the nucleophilic amination of benzenes
6.
Rational Development of Practical Catalysts for Aromatic Carbon−Nitrogen Bond Formation
Wolfe J.P., Wagaw S., Marcoux J., Buchwald S.L.
Accounts of Chemical Research, 1998
8.
Palladium-catalyzed amination of aryl halides and sulfonates
Yang B.H., Buchwald S.L.
Journal of Organometallic Chemistry, 1999
9.
Organic Synthesis in Water, ed. P. A. Grieco, Blackie, London, 1998 and references cited therein
10.
10.1070/MC2003v013n04ABEH001753_bib3_2
Aqueous-Phase Organometallic Catalysis: Concepts, Applications, 1998
11.
Homogeneous Catalysis in Supercritical Fluids
Jessop P.G., Ikariya T., Noyori R.
Chemical Reviews, 1999
13.
Supported catalysts and their applications in synthetic organic chemistry
de Miguel Y.R., Brulé E., Margue R.G.
Journal of the Chemical Society Perkin Transactions 1, 2001
14.
Carbon−Carbon Bond Forming Solid-Phase Reactions
Lorsbach B.A., Kurth M.J.
Chemical Reviews, 1999
16.
Solvent-Free Organic Synthesis
Tanaka K., Toda F.
Chemical Reviews, 2000
18.
Scope and Limitations of the Pd/BINAP-Catalyzed Amination of Aryl Bromides
Wolfe J.P., Buchwald S.L.
Journal of Organic Chemistry, 2000
19.
Palladium-catalyzed reaction of aryl halides with ureas
Artamkina G.A., Sergeev A.G., Beletskaya I.P.
Tetrahedron Letters, 2001
20.
10.1070/MC2003v013n04ABEH001753_bib9_2
Artamkina
Zh. Org. Khim., 2002
24.
G. A. Artamkina, A. R. Petrov, O. V. Serushkina, M. D. Dutov, S. A. Shevelev and I. P. Beletskaya, Zh. Org. Khim., in press.
25.
Crown Ethers:  The Search for Selective Ion Ligating Agents
Bradshaw J.S., Izatt R.M.
Accounts of Chemical Research, 1997
26.
Signaling Recognition Events with Fluorescent Sensors and Switches
de Silva A.P., Gunaratne H.Q., Gunnlaugsson T., Huxley A.J., McCoy C.P., Rademacher J.T., Rice T.E.
Chemical Reviews, 1997
27.
Synthesis of aza-crown ethers
Krakowiak K.E., Bradshaw J.S., Zamecka-Krakowiak D.J.
Chemical Reviews, 1989
28.
12-, 15-, and 18-Membered-ring nitrogen-pivot lariat ethers: syntheses, properties, and sodium and ammonium cation binding properties
Schultz R.A., White B.D., Dishong D.M., Arnold K.A., Gokel G.W.
Journal of the American Chemical Society, 1985
29.
Recent Advances in Organic Synthesis under High Pressure
Ciobanu M., Matsumoto K.
European Journal of Organic Chemistry, 1997
31.
Efficient Synthesis of N-Aryl-Aza-Crown Ethers via Palladium-Catalyzed Amination
32.
Copper-promoted reactions in aromatic chemistry
Bacon R.G., Hill H.A.
Quarterly Reviews Chemical Society, 1965
35.
Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction
Hassan J., Sévignon M., Gozzi C., Schulz E., Lemaire M.
Chemical Reviews, 2002
36.
A General and Efficient Copper Catalyst for the Amidation of Aryl Halides and the N-Arylation of Nitrogen Heterocycles
Klapars A., Antilla J.C., Huang X., Buchwald S.L.
Journal of the American Chemical Society, 2001
37.
A General and Efficient Copper Catalyst for the Amidation of Aryl Halides
Klapars A., Huang X., Buchwald S.L.
Journal of the American Chemical Society, 2002