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Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates
Publication type: Journal Article
Publication date: 2022-12-02
PubMed ID:
36500580
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A convenient pathway to a new series of α-CF3-substituted α-amino acid derivatives bearing pharmacophore isoquinolone core in their backbone has been developed. The method is based on [4+2]-annulation of N-(pivaloyloxy) aryl amides with orthogonally protected internal acetylene-containing α-amino carboxylates under Rh(III)-catalysis. The target annulation products can be easily transformed into valuable isoquinoline derivatives via a successive aromatization/cross-coupling operation.
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14
Total citations:
14
Citations from 2024:
10
(71.43%)
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GOST
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Vorobyeva D. V. et al. Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates // Molecules. 2022. Vol. 27. No. 23. p. 8488.
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Vorobyeva D. V., Petropavlovskikh D. A., Godovikov I. A., Dolgushin F. M., Osipov S. N. Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates // Molecules. 2022. Vol. 27. No. 23. p. 8488.
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RIS
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TY - JOUR
DO - 10.3390/molecules27238488
UR - https://doi.org/10.3390/molecules27238488
TI - Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates
T2 - Molecules
AU - Vorobyeva, Daria V
AU - Petropavlovskikh, Dmitry A
AU - Godovikov, Ivan A.
AU - Dolgushin, Fedor M.
AU - Osipov, Sergey N.
PY - 2022
DA - 2022/12/02
PB - MDPI
SP - 8488
IS - 23
VL - 27
PMID - 36500580
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2022_Vorobyeva,
author = {Daria V Vorobyeva and Dmitry A Petropavlovskikh and Ivan A. Godovikov and Fedor M. Dolgushin and Sergey N. Osipov},
title = {Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates},
journal = {Molecules},
year = {2022},
volume = {27},
publisher = {MDPI},
month = {dec},
url = {https://doi.org/10.3390/molecules27238488},
number = {23},
pages = {8488},
doi = {10.3390/molecules27238488}
}
Cite this
MLA
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Vorobyeva, Daria V., et al. “Synthesis of Functionalized Isoquinolone Derivatives via Rh(III)-Catalyzed [4+2]-Annulation of Benzamides with Internal Acetylene-Containing α-CF3-α-Amino Carboxylates.” Molecules, vol. 27, no. 23, Dec. 2022, p. 8488. https://doi.org/10.3390/molecules27238488.
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