Journal of Organic Chemistry, volume 84, issue 5, pages 2829-2839
Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes
Yu Liu
1
,
Qiao-Lin Wang
1
,
Zan Chen
1
,
Quan Zhou
1
,
Hua Li
1
,
Cong-Shan Zhou
1
,
Biquan Xiong
1
,
Pan Liang Zhang
1
,
Kewen Tang
1
Publication type: Journal Article
Publication date: 2019-02-06
Journal:
Journal of Organic Chemistry
Q2
Q1
SJR: 0.724
CiteScore: 6.2
Impact factor: 3.3
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C═C bond sulfonylation, C-C σ-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C σ-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.
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Liu Yu. et al. Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes // Journal of Organic Chemistry. 2019. Vol. 84. No. 5. pp. 2829-2839.
GOST all authors (up to 50)
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Liu Yu., Wang Q., Chen Z., Zhou Q., Li H., Zhou C., Xiong B., Zhang P. L., Tang K. Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes // Journal of Organic Chemistry. 2019. Vol. 84. No. 5. pp. 2829-2839.
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TY - JOUR
DO - 10.1021/acs.joc.8b03261
UR - https://doi.org/10.1021/acs.joc.8b03261
TI - Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes
T2 - Journal of Organic Chemistry
AU - Liu, Yu
AU - Wang, Qiao-Lin
AU - Chen, Zan
AU - Zhou, Quan
AU - Li, Hua
AU - Zhou, Cong-Shan
AU - Xiong, Biquan
AU - Zhang, Pan Liang
AU - Tang, Kewen
PY - 2019
DA - 2019/02/06
PB - American Chemical Society (ACS)
SP - 2829-2839
IS - 5
VL - 84
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2019_Liu,
author = {Yu Liu and Qiao-Lin Wang and Zan Chen and Quan Zhou and Hua Li and Cong-Shan Zhou and Biquan Xiong and Pan Liang Zhang and Kewen Tang},
title = {Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes},
journal = {Journal of Organic Chemistry},
year = {2019},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.8b03261},
number = {5},
pages = {2829--2839},
doi = {10.1021/acs.joc.8b03261}
}
Cite this
MLA
Copy
Liu, Yu., et al. “Visible-Light-Catalyzed C–C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes.” Journal of Organic Chemistry, vol. 84, no. 5, Feb. 2019, pp. 2829-2839. https://doi.org/10.1021/acs.joc.8b03261.