Open Access
Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions
Publication type: Journal Article
Publication date: 2017-08-24
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
31457769
General Chemistry
General Chemical Engineering
Abstract
A highly efficient domino protocol has been developed for the synthesis of 6-aryl-4-(methylthio/amine-1-yl)-2-oxo-2H-pyran-3-carbonitriles and 4-aryl-2-(amine-1-yl)-5,6,7,8-tetrahydronaphthalene-1-carbonitriles from simple and readily available α-aroylketene dithioacetals, malononitrile, secondary amines, and cyclohexanone. This elegant domino process involved consecutive addition-elimination, intramolecular cyclization, and ring opening and closing sequences. Notably, in situ generated 2-imino-4-(methylthio/amine-1-yl)-6-aryl-2H-pyran-3-carbonitrile plays multiple roles in the construction of various novel polyaromatic hydrocarbons.
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15
Total citations:
15
Citations from 2024:
3
(20%)
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MLA
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GOST
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Thimmarayaperumal S., Shanmugam S. Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions // ACS Omega. 2017. Vol. 2. No. 8. pp. 4900-4910.
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Thimmarayaperumal S., Shanmugam S. Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions // ACS Omega. 2017. Vol. 2. No. 8. pp. 4900-4910.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acsomega.7b00627
UR - https://doi.org/10.1021/acsomega.7b00627
TI - Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions
T2 - ACS Omega
AU - Thimmarayaperumal, Solaimalai
AU - Shanmugam, Sivakumar
PY - 2017
DA - 2017/08/24
PB - American Chemical Society (ACS)
SP - 4900-4910
IS - 8
VL - 2
PMID - 31457769
SN - 2470-1343
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2017_Thimmarayaperumal,
author = {Solaimalai Thimmarayaperumal and Sivakumar Shanmugam},
title = {Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions},
journal = {ACS Omega},
year = {2017},
volume = {2},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acsomega.7b00627},
number = {8},
pages = {4900--4910},
doi = {10.1021/acsomega.7b00627}
}
Cite this
MLA
Copy
Thimmarayaperumal, Solaimalai, and Sivakumar Shanmugam. “Base-Promoted Selective Synthesis of 2H-Pyranones and Tetrahydronaphthalenes via Domino Reactions.” ACS Omega, vol. 2, no. 8, Aug. 2017, pp. 4900-4910. https://doi.org/10.1021/acsomega.7b00627.