Journal of Organic Chemistry, volume 87, issue 21, pages 13955-13964
Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities
Kirilov Nikita K
1
,
Aksenov Dmitrii A
1
,
Kuzminov Iliya K
1
,
Turner Danielle N
2
,
Rogelj Snezna
2
,
Kornienko Alexander
3
,
Rubin Michael
1, 4
2
Departments of Biology, New Mexico Institute of Mining and Technology, Socorro, New Mexico 87801, United States
|
3
Department of Chemistry and Biochemistry, Texas State University, San Marcos, Texas 78666, United States
|
4
Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States
|
Publication type: Journal Article
Publication date: 2022-10-19
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
Unusual cascade transformation involving ring opening and 1,2-alkyl shift was observed upon the reduction of 4'H-spiro[indole-3,5'-isoxazoles] or 2-(3-oxoindolin-2-yl)acetonitriles with sodium borohydride. This reaction allowed for expeditious and highly efficient preparation of 2-(1H-Indol-3-yl)acetamides with antiproliferative properties.
Citations by journals
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1
2
3
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Molecules
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Molecules
3 publications, 60%
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Tetrahedron Letters
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Tetrahedron Letters
1 publication, 20%
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Bioorganic and Medicinal Chemistry Letters
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Bioorganic and Medicinal Chemistry Letters
1 publication, 20%
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1
2
3
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Citations by publishers
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1
2
3
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 60%
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Elsevier
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Elsevier
2 publications, 40%
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1
2
3
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Aksenov A. et al. Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities // Journal of Organic Chemistry. 2022. Vol. 87. No. 21. pp. 13955-13964.
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Aksenov A., Kirilov N. K., Arutiunov N. A., Aksenov D. A., Kuzminov I. K., Aksenov N. A., Turner D. N., Rogelj S., Kornienko A., Rubin M. Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities // Journal of Organic Chemistry. 2022. Vol. 87. No. 21. pp. 13955-13964.
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TY - JOUR
DO - 10.1021/acs.joc.2c01627
UR - https://doi.org/10.1021%2Facs.joc.2c01627
TI - Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities
T2 - Journal of Organic Chemistry
AU - Aksenov, Alexander V.
AU - Kirilov, Nikita K
AU - Arutiunov, Nikolai A
AU - Aksenov, Dmitrii A
AU - Kuzminov, Iliya K
AU - Aksenov, Nicolai A
AU - Turner, Danielle N
AU - Rogelj, Snezna
AU - Kornienko, Alexander
AU - Rubin, Michael
PY - 2022
DA - 2022/10/19 00:00:00
PB - American Chemical Society (ACS)
SP - 13955-13964
IS - 21
VL - 87
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2022_Aksenov,
author = {Alexander V. Aksenov and Nikita K Kirilov and Nikolai A Arutiunov and Dmitrii A Aksenov and Iliya K Kuzminov and Nicolai A Aksenov and Danielle N Turner and Snezna Rogelj and Alexander Kornienko and Michael Rubin},
title = {Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021%2Facs.joc.2c01627},
number = {21},
pages = {13955--13964},
doi = {10.1021/acs.joc.2c01627}
}
Cite this
MLA
Copy
Aksenov, Alexander V., et al. “Reductive Cleavage of 4′H-Spiro[indole-3,5′-isoxazoles] En Route to 2-(1H-Indol-3-yl)acetamides with Anticancer Activities.” Journal of Organic Chemistry, vol. 87, no. 21, Oct. 2022, pp. 13955-13964. https://doi.org/10.1021%2Facs.joc.2c01627.