Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift
Elena V Aleksandrova
1
,
Dmitrii A Aksenov
1
,
Anna A Aksenova
1
,
Mezvah A Nobi
2
,
Michael Rubin
1, 2
Publication type: Journal Article
Publication date: 2022-01-06
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
34990543
Organic Chemistry
Abstract
Base-assisted transformations of 2-(3-oxoindolin-2-yl)acetonitriles were investigated. Unexpectedly, attempted reactions of substrates possessing nonprotected nitrogen atoms were accompanied by unusual extrusions of 2-arylacetonitriles, followed by a 1,2-aryl shift to afford 3-hydroxyindolin-2-ones. On the other hand, the reactions for N-alkyl derivatives of oxoindolines took the expected route by only providing 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles.
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13
Total citations:
13
Citations from 2024:
8
(61.53%)
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GOST
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Aksenov A. et al. Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift // Journal of Organic Chemistry. 2022. Vol. 87. No. 2. pp. 1434-1444.
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Aksenov A., Aleksandrova E. V., Aksenov D. A., Aksenova A. A., Aksenov N. A., Nobi M. A., Rubin M. Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift // Journal of Organic Chemistry. 2022. Vol. 87. No. 2. pp. 1434-1444.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.1c02753
UR - https://doi.org/10.1021/acs.joc.1c02753
TI - Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift
T2 - Journal of Organic Chemistry
AU - Aksenov, Alexander V.
AU - Aleksandrova, Elena V
AU - Aksenov, Dmitrii A
AU - Aksenova, Anna A
AU - Aksenov, Nicolai A
AU - Nobi, Mezvah A
AU - Rubin, Michael
PY - 2022
DA - 2022/01/06
PB - American Chemical Society (ACS)
SP - 1434-1444
IS - 2
VL - 87
PMID - 34990543
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2022_Aksenov,
author = {Alexander V. Aksenov and Elena V Aleksandrova and Dmitrii A Aksenov and Anna A Aksenova and Nicolai A Aksenov and Mezvah A Nobi and Michael Rubin},
title = {Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/acs.joc.1c02753},
number = {2},
pages = {1434--1444},
doi = {10.1021/acs.joc.1c02753}
}
Cite this
MLA
Copy
Aksenov, Alexander V., et al. “Synthetic Studies toward 1,2,3,3a,4,8b-Hexahydropyrrolo[3,2-b]indole Core. Unusual Fragmentation with 1,2-Aryl Shift.” Journal of Organic Chemistry, vol. 87, no. 2, Jan. 2022, pp. 1434-1444. https://doi.org/10.1021/acs.joc.1c02753.