Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates
Dong Li
1
,
Wande Zhang
1
,
Shuaibo Zhang
1
,
Wuding Sun
1
,
Jinfeng Zhao
1
,
Baomin Wang
1
,
Jingping Qu
1
,
Yuhan Zhou
1
Publication type: Journal Article
Publication date: 2021-07-19
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34279113
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The first asymmetric trifluoromethylated allylic alkylation of pyrazolones using α-(trifluoromethyl)alkenyl acetates as a novel trifluoromethylated allylation reagent is described, affording various functionalized chiral pyrazolones containing a trifluoromethylated allyl substituent in high yields with excellent regio-/enantio-/diastereoselectivities. Mechanistically, the double-bond migration of α-(trifluoromethyl)alkenyl acetates in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene is initial and interesting step. More importantly, this study is of significance in providing a novel and widely applicable trifluoromethyl-containing allylation reagent.
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27
Total citations:
27
Citations from 2024:
18
(66%)
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MLA
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GOST
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Li D. et al. Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates // Organic Letters. 2021. Vol. 23. No. 15. pp. 5804-5808.
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Li D., Zhang W., Zhang S., Sun W., Zhao J., Wang B., Qu J., Zhou Y. Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates // Organic Letters. 2021. Vol. 23. No. 15. pp. 5804-5808.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c01957
UR - https://doi.org/10.1021/acs.orglett.1c01957
TI - Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates
T2 - Organic Letters
AU - Li, Dong
AU - Zhang, Wande
AU - Zhang, Shuaibo
AU - Sun, Wuding
AU - Zhao, Jinfeng
AU - Wang, Baomin
AU - Qu, Jingping
AU - Zhou, Yuhan
PY - 2021
DA - 2021/07/19
PB - American Chemical Society (ACS)
SP - 5804-5808
IS - 15
VL - 23
PMID - 34279113
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Li,
author = {Dong Li and Wande Zhang and Shuaibo Zhang and Wuding Sun and Jinfeng Zhao and Baomin Wang and Jingping Qu and Yuhan Zhou},
title = {Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.orglett.1c01957},
number = {15},
pages = {5804--5808},
doi = {10.1021/acs.orglett.1c01957}
}
Cite this
MLA
Copy
Li, Dong, et al. “Palladium-Catalyzed Asymmetric Trifluoromethylated Allylic Alkylation of Pyrazolones Enabled by α-(Trifluoromethyl)alkenyl Acetates.” Organic Letters, vol. 23, no. 15, Jul. 2021, pp. 5804-5808. https://doi.org/10.1021/acs.orglett.1c01957.