δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer
Jiadi Zhou
1, 2, 3, 4, 5, 6
,
Cheng Cheng
7
,
Zhihao Lin
4, 5, 6, 7, 8
,
Quanlei Ren
4, 5, 6, 7, 8
,
Ning Xu
4, 5, 6, 7, 8
,
Jiangfeng Lin
4, 5, 6, 7, 8
,
Yimin Qin
4, 5, 6, 7, 8
,
Jianjun Li
1, 2, 3, 4, 5, 6, 7
2
Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals
3
National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients
4
Zhejiang university of Technology
|
5
Hangzhou 310014
|
6
P. R. of China
|
8
College of Pharmaceutical Sciences
Publication type: Journal Article
Publication date: 2021-01-01
scimago Q1
wos Q1
SJR: 1.068
CiteScore: 8.2
Impact factor: 4.7
ISSN: 20524110, 20524129
Organic Chemistry
Abstract
An efficient silver-catalyzed δ-regioselective C(sp3)–H heteroarylation of free alcohols has been developed. Various alcohols reacted with quinolines, isoquinoline, pyridines, pyrimidine, phthalazine, 4-hydroxyquinazoline, acridine, quinoxaline and pyrazine to give the corresponding C(sp2)–H alkylation products in 31–89% yields. Notably, all types (1°, 2°, and 3°) of δ-C(sp3)–H bonds in the alcohols could be regioselectively activated. This protocol provides a platform to access divergent functionalizations of alcohols and heteroaryls by forming the challenging δ-selective C(sp3)–C(sp2) bond.
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Total citations:
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Citations from 2024:
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(40%)
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Zhou J. et al. δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer // Organic Chemistry Frontiers. 2021. Vol. 8. No. 1. pp. 101-105.
GOST all authors (up to 50)
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Zhou J., Cheng C., Lin Z., Ren Q., Xu N., Lin J., Qin Y., Li J. δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer // Organic Chemistry Frontiers. 2021. Vol. 8. No. 1. pp. 101-105.
Cite this
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TY - JOUR
DO - 10.1039/d0qo01238f
UR - https://xlink.rsc.org/?DOI=D0QO01238F
TI - δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer
T2 - Organic Chemistry Frontiers
AU - Zhou, Jiadi
AU - Cheng, Cheng
AU - Lin, Zhihao
AU - Ren, Quanlei
AU - Xu, Ning
AU - Lin, Jiangfeng
AU - Qin, Yimin
AU - Li, Jianjun
PY - 2021
DA - 2021/01/01
PB - Royal Society of Chemistry (RSC)
SP - 101-105
IS - 1
VL - 8
SN - 2052-4110
SN - 2052-4129
ER -
Cite this
BibTex (up to 50 authors)
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@article{2021_Zhou,
author = {Jiadi Zhou and Cheng Cheng and Zhihao Lin and Quanlei Ren and Ning Xu and Jiangfeng Lin and Yimin Qin and Jianjun Li},
title = {δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer},
journal = {Organic Chemistry Frontiers},
year = {2021},
volume = {8},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://xlink.rsc.org/?DOI=D0QO01238F},
number = {1},
pages = {101--105},
doi = {10.1039/d0qo01238f}
}
Cite this
MLA
Copy
Zhou, Jiadi, et al. “δ-Regioselective heteroarylation of free alcohols through 1,5-hydrogen-atom transfer.” Organic Chemistry Frontiers, vol. 8, no. 1, Jan. 2021, pp. 101-105. https://xlink.rsc.org/?DOI=D0QO01238F.