Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (S N H
Egor V Verbitskiy
1
,
Ekaterina M Cheprakova
1
,
Marina A Ezhikova
1
,
M. G. Pervova
1
,
Gennady L. Rusinov
2, 3
,
O. N. Chupakhin
2, 3
,
Valery N. Charushin
2, 3
Publication type: Journal Article
Publication date: 2012-07-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
It has been shown that combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The S N H (AE)- and S N H (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas–liquid chromatography/mass-spectrometry. The structures of intermediate σ H -adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
|
|
|
Dyes and Pigments
4 publications, 9.52%
|
|
|
European Journal of Organic Chemistry
3 publications, 7.14%
|
|
|
Russian Chemical Bulletin
3 publications, 7.14%
|
|
|
Tetrahedron Letters
3 publications, 7.14%
|
|
|
Chemistry of Heterocyclic Compounds
2 publications, 4.76%
|
|
|
Russian Chemical Reviews
2 publications, 4.76%
|
|
|
Mendeleev Communications
2 publications, 4.76%
|
|
|
New Journal of Chemistry
2 publications, 4.76%
|
|
|
Topics in Heterocyclic Chemistry
2 publications, 4.76%
|
|
|
Synthesis
2 publications, 4.76%
|
|
|
Polyhedron
1 publication, 2.38%
|
|
|
Journal of Physics: Conference Series
1 publication, 2.38%
|
|
|
Journal of the Iranian Chemical Society
1 publication, 2.38%
|
|
|
European Journal of Medicinal Chemistry
1 publication, 2.38%
|
|
|
Bioorganic and Medicinal Chemistry
1 publication, 2.38%
|
|
|
Tetrahedron
1 publication, 2.38%
|
|
|
Bioorganic and Medicinal Chemistry Letters
1 publication, 2.38%
|
|
|
ChemistrySelect
1 publication, 2.38%
|
|
|
Asian Journal of Organic Chemistry
1 publication, 2.38%
|
|
|
ACS Omega
1 publication, 2.38%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 2.38%
|
|
|
MedChemComm
1 publication, 2.38%
|
|
|
Advances in Heterocyclic Chemistry
1 publication, 2.38%
|
|
|
Materials Today Sustainability
1 publication, 2.38%
|
|
|
Russian Journal of Organic Chemistry
1 publication, 2.38%
|
|
|
1
2
3
4
|
Publishers
|
2
4
6
8
10
12
14
16
|
|
|
Elsevier
16 publications, 38.1%
|
|
|
Springer Nature
8 publications, 19.05%
|
|
|
Wiley
5 publications, 11.9%
|
|
|
Royal Society of Chemistry (RSC)
4 publications, 9.52%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
2 publications, 4.76%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
2 publications, 4.76%
|
|
|
Georg Thieme Verlag KG
2 publications, 4.76%
|
|
|
IOP Publishing
1 publication, 2.38%
|
|
|
American Chemical Society (ACS)
1 publication, 2.38%
|
|
|
Pleiades Publishing
1 publication, 2.38%
|
|
|
2
4
6
8
10
12
14
16
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
42
Total citations:
42
Citations from 2024:
5
(11.9%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Verbitskiy E. V. et al. Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments // Tetrahedron. 2012. Vol. 68. No. 27-28. pp. 5445-5452.
GOST all authors (up to 50)
Copy
Verbitskiy E. V., Cheprakova E. M., Slepukhin P. A., Kodess M. I., Ezhikova M. A., Pervova M. G., Rusinov G. L., Chupakhin O. N., Charushin V. N. Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments // Tetrahedron. 2012. Vol. 68. No. 27-28. pp. 5445-5452.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.tet.2012.04.095
UR - https://doi.org/10.1016/j.tet.2012.04.095
TI - Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments
T2 - Tetrahedron
AU - Verbitskiy, Egor V
AU - Cheprakova, Ekaterina M
AU - Slepukhin, Pavel A.
AU - Kodess, Mikhail I.
AU - Ezhikova, Marina A
AU - Pervova, M. G.
AU - Rusinov, Gennady L.
AU - Chupakhin, O. N.
AU - Charushin, Valery N.
PY - 2012
DA - 2012/07/01
PB - Elsevier
SP - 5445-5452
IS - 27-28
VL - 68
SN - 0040-4020
SN - 1464-5416
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2012_Verbitskiy,
author = {Egor V Verbitskiy and Ekaterina M Cheprakova and Pavel A. Slepukhin and Mikhail I. Kodess and Marina A Ezhikova and M. G. Pervova and Gennady L. Rusinov and O. N. Chupakhin and Valery N. Charushin},
title = {Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments},
journal = {Tetrahedron},
year = {2012},
volume = {68},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/j.tet.2012.04.095},
number = {27-28},
pages = {5445--5452},
doi = {10.1016/j.tet.2012.04.095}
}
Cite this
MLA
Copy
Verbitskiy, Egor V., et al. “Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments.” Tetrahedron, vol. 68, no. 27-28, Jul. 2012, pp. 5445-5452. https://doi.org/10.1016/j.tet.2012.04.095.