Open Access
Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines
Yanpeng Liu
1, 2, 3, 4, 5, 6, 7
,
Lixue Lu
1, 3, 4, 5, 6
,
Haipin Zhou
6, 8, 9, 10, 11
,
Feijie Xu
1, 3, 4, 5, 6
,
Cong Ma
12, 13, 14, 15, 16, 17
,
Zhangjian Huang
1, 3, 4, 5, 6
,
Jinyi Xu
1, 3, 4, 5, 6
,
Shengtao Xu
1, 3, 4, 5, 6
3
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry
5
NanJing 210009
6
CHINA
|
7
DEPARTMENT OF CHEMISTRY
9
College of Materials & Chemical Engineering
11
Chuzhou 239000
|
13
State Key Laboratory of Chemical Biology and Drug Discovery
14
Department of Applied Biology and Chemical Technology
16
Kowloon
|
17
P. R. China
|
Publication type: Journal Article
Publication date: 2019-10-28
scimago Q1
wos Q2
SJR: 0.777
CiteScore: 7.6
Impact factor: 4.6
ISSN: 20462069
PubMed ID:
35529989
General Chemistry
General Chemical Engineering
Abstract
N-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. N-(Pyridin-2-yl)amides were formed in toluene via C–C bond cleavage promoted by I2 and TBHP and the reaction conditions were mild and metal-free. Whereas 3-bromoimidazopyridines were obtained in ethyl acetate via one-pot tandem cyclization/bromination when only TBHP was added, the cyclization to form imidazopyridines was promoted by the further bromination, no base was needed, and the versatile 3-bromoimidazopyridines could be further transferred to other skeletons.
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Total citations:
19
Citations from 2024:
3
(15.79%)
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GOST
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Liu Y. et al. Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines // RSC Advances. 2019. Vol. 9. No. 59. pp. 34671-34676.
GOST all authors (up to 50)
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Liu Y., Lu L., Zhou H., Xu F., Ma C., Huang Z., Xu J., Xu S. Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines // RSC Advances. 2019. Vol. 9. No. 59. pp. 34671-34676.
Cite this
RIS
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TY - JOUR
DO - 10.1039/C9RA06724H
UR - https://xlink.rsc.org/?DOI=C9RA06724H
TI - Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines
T2 - RSC Advances
AU - Liu, Yanpeng
AU - Lu, Lixue
AU - Zhou, Haipin
AU - Xu, Feijie
AU - Ma, Cong
AU - Huang, Zhangjian
AU - Xu, Jinyi
AU - Xu, Shengtao
PY - 2019
DA - 2019/10/28
PB - Royal Society of Chemistry (RSC)
SP - 34671-34676
IS - 59
VL - 9
PMID - 35529989
SN - 2046-2069
ER -
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@article{2019_Liu,
author = {Yanpeng Liu and Lixue Lu and Haipin Zhou and Feijie Xu and Cong Ma and Zhangjian Huang and Jinyi Xu and Shengtao Xu},
title = {Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines},
journal = {RSC Advances},
year = {2019},
volume = {9},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://xlink.rsc.org/?DOI=C9RA06724H},
number = {59},
pages = {34671--34676},
doi = {10.1039/C9RA06724H}
}
Cite this
MLA
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Liu, Yanpeng, et al. “Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines.” RSC Advances, vol. 9, no. 59, Oct. 2019, pp. 34671-34676. https://xlink.rsc.org/?DOI=C9RA06724H.
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