Organic Letters, volume 24, issue 39, pages 7062-7066
Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N
2
Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States
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Publication type: Journal Article
Publication date: 2022-09-27
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Unusual cascade transformation was developed involving microwave assisted electrocyclic cyclization of aci (alkylideneazinic acid) forms of nitrovinylindoles acting as heterotrienes. Subsequent one-pot reduction allowed for efficient access to β-carbolines, including several natural products, alkaloids norharmane, harmane and eudistomin N.
Citations by journals
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Organic and Biomolecular Chemistry
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Organic and Biomolecular Chemistry
1 publication, 20%
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Journal of Organic Chemistry
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1 publication, 20%
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International Journal of Molecular Sciences
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Tetrahedron Letters
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Tetrahedron Letters
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Progress in Heterocyclic Chemistry
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Progress in Heterocyclic Chemistry
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1
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Citations by publishers
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Elsevier
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Elsevier
2 publications, 40%
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Royal Society of Chemistry (RSC)
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1 publication, 20%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 20%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 20%
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1
2
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Aksenov N. A. et al. Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N // Organic Letters. 2022. Vol. 24. No. 39. pp. 7062-7066.
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Aksenov N. A., Arutiunov N. A., Aksenov A., Aksenova I. V., Aleksandrova E. V., Aksenov D. A., Rubin M. Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N // Organic Letters. 2022. Vol. 24. No. 39. pp. 7062-7066.
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TY - JOUR
DO - 10.1021/acs.orglett.2c02483
UR - https://doi.org/10.1021%2Facs.orglett.2c02483
TI - Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N
T2 - Organic Letters
AU - Aksenov, Nicolai A
AU - Arutiunov, Nikolai A
AU - Aksenov, Alexander V.
AU - Aksenova, Inna V
AU - Aleksandrova, Elena V
AU - Aksenov, Dmitrii A
AU - Rubin, Michael
PY - 2022
DA - 2022/09/27 00:00:00
PB - American Chemical Society (ACS)
SP - 7062-7066
IS - 39
VL - 24
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2022_Aksenov,
author = {Nicolai A Aksenov and Nikolai A Arutiunov and Alexander V. Aksenov and Inna V Aksenova and Elena V Aleksandrova and Dmitrii A Aksenov and Michael Rubin},
title = {Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N},
journal = {Organic Letters},
year = {2022},
volume = {24},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021%2Facs.orglett.2c02483},
number = {39},
pages = {7062--7066},
doi = {10.1021/acs.orglett.2c02483}
}
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MLA
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Aksenov, Nicolai A., et al. “Nitrovinylindoles as Heterotrienes: Electrocyclic Cyclization En Route to β-Carbolines: Total Synthesis of Alkaloids Norharmane, Harmane, and Eudistomin N.” Organic Letters, vol. 24, no. 39, Sep. 2022, pp. 7062-7066. https://doi.org/10.1021%2Facs.orglett.2c02483.