Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones
Publication type: Journal Article
Publication date: 2023-03-07
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
36881939
Organic Chemistry
Abstract
A novel tandem oxidative Ritter reaction/hydration/aldol condensation of α-arylketones with substituted propiolonitriles has been developed. This protocol conveniently affords a wide range of functionalized 3-acyl-3-pyrrolin-2-ones through the efficient construction of four chemical bonds, a C-N bond, a C═C bond, and two C═O bonds, and the formation of one ring bearing an aza-quaternary center, which is ascribed to the strategical introduction of functionalized nitriles to this transformation. A reaction mechanism was proposed based on some control experiments.
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15
Total citations:
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Citations from 2024:
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(86.67%)
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Chen M. et al. Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones // Journal of Organic Chemistry. 2023. Vol. 88. No. 6. pp. 3954-3964.
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Chen M., Gan Z., Hu Y., Zhang F. M. Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones // Journal of Organic Chemistry. 2023. Vol. 88. No. 6. pp. 3954-3964.
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TY - JOUR
DO - 10.1021/acs.joc.2c02935
UR - https://pubs.acs.org/doi/10.1021/acs.joc.2c02935
TI - Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones
T2 - Journal of Organic Chemistry
AU - Chen, Meng-En
AU - Gan, Zhang-Yan
AU - Hu, Yue-Hong
AU - Zhang, Fu Min
PY - 2023
DA - 2023/03/07
PB - American Chemical Society (ACS)
SP - 3954-3964
IS - 6
VL - 88
PMID - 36881939
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2023_Chen,
author = {Meng-En Chen and Zhang-Yan Gan and Yue-Hong Hu and Fu Min Zhang},
title = {Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones},
journal = {Journal of Organic Chemistry},
year = {2023},
volume = {88},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.2c02935},
number = {6},
pages = {3954--3964},
doi = {10.1021/acs.joc.2c02935}
}
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MLA
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Chen, Meng-En, et al. “Tandem Oxidative Ritter Reaction/Hydration/Aldol Condensation of α-Arylketones with Propiolonitriles for the Construction of 3-Acyl-3-pyrrolin-2-ones.” Journal of Organic Chemistry, vol. 88, no. 6, Mar. 2023, pp. 3954-3964. https://pubs.acs.org/doi/10.1021/acs.joc.2c02935.