Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments
Тип публикации: Journal Article
Дата публикации: 2012-10-08
scimago Q2
wos Q2
БС2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
The combination of the Suzuki–Miyaura cross‐coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4‐(1R‐pyrrol‐2‐yl)‐ and 4‐(1R‐indol‐3‐yl)‐5‐(hetero)aryl‐substituted pyrimidines from commercially available 5‐bromopyrimidine. The SNH [AE, (addition–elimination)] and SNH [AO, (addition–oxidation)] reactions of 5‐bromopyrimidine with pyrroles and indoles were studied by gas chromatography–mass spectrometry. The structures of the intermediate σH adducts as well as the pyrrole‐(hetero)arylpyrimidine and indole‐(hetero)arylpyrimidine dyads were established for the first time by X‐ray crystal structure analysis.
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Verbitskiy E. V. et al. Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments // European Journal of Organic Chemistry. 2012. Vol. 2012. No. 33.
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Verbitskiy E. V., Rusinov G. L., Charushin V., Chupakhin O. N., Cheprakova E. M., Slepukhin P. A., Pervova M. G., Ezhikova M. A., Kodess M. I. Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments // European Journal of Organic Chemistry. 2012. Vol. 2012. No. 33.
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TY - JOUR
DO - 10.1002/ejoc.201201035
UR - https://doi.org/10.1002/ejoc.201201035
TI - Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments
T2 - European Journal of Organic Chemistry
AU - Verbitskiy, Egor V.
AU - Rusinov, Gennady L.
AU - Charushin, Valery
AU - Chupakhin, O. N.
AU - Cheprakova, Ekaterina M
AU - Slepukhin, Pavel A.
AU - Pervova, M. G.
AU - Ezhikova, Marina A
AU - Kodess, Mikhail I.
PY - 2012
DA - 2012/10/08
PB - Wiley
IS - 33
VL - 2012
SN - 1434-193X
SN - 1099-0690
ER -
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@article{2012_Verbitskiy,
author = {Egor V. Verbitskiy and Gennady L. Rusinov and Valery Charushin and O. N. Chupakhin and Ekaterina M Cheprakova and Pavel A. Slepukhin and M. G. Pervova and Marina A Ezhikova and Mikhail I. Kodess},
title = {Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments},
journal = {European Journal of Organic Chemistry},
year = {2012},
volume = {2012},
publisher = {Wiley},
month = {oct},
url = {https://doi.org/10.1002/ejoc.201201035},
number = {33},
doi = {10.1002/ejoc.201201035}
}