BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light
Xiaoyan Peng
1
,
Yutong Liu
1
,
Qing Shen
2
,
Dan Chen
1
,
Xueqin Chen
1
,
Yuning Fu
1
,
Jingxia Wang
3
,
Xiaobin Zhang
3
,
Hezhong Jiang
1
,
Jia Hong Li
1
3
Irradiation Preservation Technology Key Laboratory of Sichuan Province, Sichuan Institute of Atomic Energy, Chengdu 610101, China
|
Publication type: Journal Article
Publication date: 2022-08-31
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
36044674
Organic Chemistry
Abstract
A novel, efficient, and mild protocol for rearrangement of oximes to amides or hydrolyzing to ketone/aldehyde using a simple BODIPY dye as a photocatalyst and air as an oxidant via propagation reaction under visible-light irradiation is reported. The triplet excited state of BODIPY played a significant role in the catalytic process. It was found that the various substituted ketoximes, both with electron-withdrawing and electron-donating substituents, afforded the corresponding products with moderate to excellent yields, and the catalytic efficiency was up to 0.01 mol %.
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13
Total citations:
13
Citations from 2024:
8
(61.54%)
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GOST
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Peng X. et al. BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light // Journal of Organic Chemistry. 2022. Vol. 87. No. 18. pp. 11958-11967.
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Peng X., Liu Y., Shen Q., Chen D., Chen X., Fu Y., Wang J., Zhang X., Jiang H., Li J. H. BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light // Journal of Organic Chemistry. 2022. Vol. 87. No. 18. pp. 11958-11967.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.2c00813
UR - https://doi.org/10.1021/acs.joc.2c00813
TI - BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light
T2 - Journal of Organic Chemistry
AU - Peng, Xiaoyan
AU - Liu, Yutong
AU - Shen, Qing
AU - Chen, Dan
AU - Chen, Xueqin
AU - Fu, Yuning
AU - Wang, Jingxia
AU - Zhang, Xiaobin
AU - Jiang, Hezhong
AU - Li, Jia Hong
PY - 2022
DA - 2022/08/31
PB - American Chemical Society (ACS)
SP - 11958-11967
IS - 18
VL - 87
PMID - 36044674
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2022_Peng,
author = {Xiaoyan Peng and Yutong Liu and Qing Shen and Dan Chen and Xueqin Chen and Yuning Fu and Jingxia Wang and Xiaobin Zhang and Hezhong Jiang and Jia Hong Li},
title = {BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light},
journal = {Journal of Organic Chemistry},
year = {2022},
volume = {87},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.joc.2c00813},
number = {18},
pages = {11958--11967},
doi = {10.1021/acs.joc.2c00813}
}
Cite this
MLA
Copy
Peng, Xiaoyan, et al. “BODIPY Photocatalyzed Beckmann Rearrangement and Hydrolysis of Oximes under Visible Light.” Journal of Organic Chemistry, vol. 87, no. 18, Aug. 2022, pp. 11958-11967. https://doi.org/10.1021/acs.joc.2c00813.