Open Access
Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones
Shuo Zhang
1
,
XINHUA SHI
1
,
Jichao Li
1
,
Zitong Hou
1
,
Zihe Song
1
,
Xiaofeng Su
1
,
Dan Peng
1
,
Feng Wang
1
,
Yitao Yu
1
,
Guilong Zhao
2
2
Department of Drug Discovery, Guangzhou Lixin Pharmaceuticals, Inc., Guangzhou 510535, P. R. China
|
Publication type: Journal Article
Publication date: 2019-11-05
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
31763566
General Chemistry
General Chemical Engineering
Abstract
An efficient Ni(ClO4)2·6H2O-promoted amidoalkylation reaction for the synthesis of 3-substituted isoindolinones involving various γ-hydroxy lactams and nucleophiles has been successfully developed. The transformation proceeds with both carbon (ketones and arenes) and heteroatom (alcohols, thiols, and amines) nucleophiles and in both intermolecular and intramolecular manners. The prominent features of the present strategy are wide substrate scope, excellent group tolerability, and moderate to good yields (up to 96% yield). The present strategy is also characterized by remarkable superiority over the current synthetic methods. Furthermore, the reaction could be scaled up to the multigram scale.
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19
Total citations:
19
Citations from 2025:
2
(10.53%)
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GOST
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Zhang S. et al. Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones // ACS Omega. 2019. Vol. 4. No. 21. pp. 19420-19436.
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Zhang S., SHI X., Li J., Hou Z., Song Z., Su X., Peng D., Wang F., Yu Y., Zhao G. Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones // ACS Omega. 2019. Vol. 4. No. 21. pp. 19420-19436.
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RIS
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TY - JOUR
DO - 10.1021/acsomega.9b02853
UR - https://doi.org/10.1021/acsomega.9b02853
TI - Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones
T2 - ACS Omega
AU - Zhang, Shuo
AU - SHI, XINHUA
AU - Li, Jichao
AU - Hou, Zitong
AU - Song, Zihe
AU - Su, Xiaofeng
AU - Peng, Dan
AU - Wang, Feng
AU - Yu, Yitao
AU - Zhao, Guilong
PY - 2019
DA - 2019/11/05
PB - American Chemical Society (ACS)
SP - 19420-19436
IS - 21
VL - 4
PMID - 31763566
SN - 2470-1343
ER -
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BibTex (up to 50 authors)
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@article{2019_Zhang,
author = {Shuo Zhang and XINHUA SHI and Jichao Li and Zitong Hou and Zihe Song and Xiaofeng Su and Dan Peng and Feng Wang and Yitao Yu and Guilong Zhao},
title = {Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones},
journal = {ACS Omega},
year = {2019},
volume = {4},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acsomega.9b02853},
number = {21},
pages = {19420--19436},
doi = {10.1021/acsomega.9b02853}
}
Cite this
MLA
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Zhang, Shuo, et al. “Nickel-Catalyzed Amidoalkylation Reaction of γ-Hydroxy Lactams: An Access to 3-Substituted Isoindolinones.” ACS Omega, vol. 4, no. 21, Nov. 2019, pp. 19420-19436. https://doi.org/10.1021/acsomega.9b02853.