TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides
Xinghua Chen
1
,
Mei Peng
1
,
Hao Huang
2
,
Yangfan Zheng
1
,
Xiaojun Tao
1
,
Chunlian He
1
,
Yi Xiao
1
Publication type: Journal Article
Publication date: 2018-08-13
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
30102315
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An operationally simple method with 100% atom economy has been developed for the synthesis of various N-(quinolin-2-yl)amides via the TsOH·H2O-mediated N-amidation of quinoline N-oxides using inexpensive and commercially available nitriles as the amidation reagents. Mechanistic exploration suggested that the reaction probably proceeds through an acid-assisted 1,3-dipolar cycloaddition and an N-O bond cleavage followed by a dehydro-aromatization process.
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Total citations:
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Citations from 2024:
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(20.83%)
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GOST
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Chen X. et al. TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides // Organic and Biomolecular Chemistry. 2018. Vol. 16. No. 34. pp. 6202-6205.
GOST all authors (up to 50)
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Chen X., Peng M., Huang H., Zheng Y., Tao X., He C., Xiao Y. TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides // Organic and Biomolecular Chemistry. 2018. Vol. 16. No. 34. pp. 6202-6205.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/C8OB00862K
UR - https://doi.org/10.1039/C8OB00862K
TI - TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides
T2 - Organic and Biomolecular Chemistry
AU - Chen, Xinghua
AU - Peng, Mei
AU - Huang, Hao
AU - Zheng, Yangfan
AU - Tao, Xiaojun
AU - He, Chunlian
AU - Xiao, Yi
PY - 2018
DA - 2018/08/13
PB - Royal Society of Chemistry (RSC)
SP - 6202-6205
IS - 34
VL - 16
PMID - 30102315
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Chen,
author = {Xinghua Chen and Mei Peng and Hao Huang and Yangfan Zheng and Xiaojun Tao and Chunlian He and Yi Xiao},
title = {TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides},
journal = {Organic and Biomolecular Chemistry},
year = {2018},
volume = {16},
publisher = {Royal Society of Chemistry (RSC)},
month = {aug},
url = {https://doi.org/10.1039/C8OB00862K},
number = {34},
pages = {6202--6205},
doi = {10.1039/C8OB00862K}
}
Cite this
MLA
Copy
Chen, Xinghua, et al. “TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides.” Organic and Biomolecular Chemistry, vol. 16, no. 34, Aug. 2018, pp. 6202-6205. https://doi.org/10.1039/C8OB00862K.