ACS Catalysis, volume 8, issue 5, pages 4194-4200
Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles
Dachang Bai
1
,
Xu Teng
1
,
Chaorui Ma
1
,
Xin Zheng
1
,
Bingxian Liu
1
,
Fang Xie
2
,
Xingwei Li
1, 2
Publication type: Journal Article
Publication date: 2018-04-03
Journal:
ACS Catalysis
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 12.9
ISSN: 21555435, 21555435
General Chemistry
Catalysis
Abstract
Bridged cycles are an important class of structural motif in various biologically active molecules. Rh(III)-catalyzed C–H activation of nitrones and azomethine imines in the context of dipolar addition with alkylidenecyclopropanes (ACPs) have been realized. By taking advantage of the ring strain in ACPs, the reaction with aryl nitrones delivered bridged [3.2.1] bicyclic isoxazolidines, and reaction with azomethine imines afforded bridged tricyclic pyrazolones under the same conditions, where both the nitrone and azomethine imine act as a dipolar directing group. All the reactions occurred under mild conditions with broad substrates scope, high efficiency, and >20:1 diastereoselectivity. The synthetic applications of this protocol have also been demonstrated.
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Citations by publishers
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3 publications, 3.3%
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1 publication, 1.1%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Bai D. et al. Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles // ACS Catalysis. 2018. Vol. 8. No. 5. pp. 4194-4200.
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Bai D., Teng X., Ma C., Zheng X., Liu B., Xie F., Li X. Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles // ACS Catalysis. 2018. Vol. 8. No. 5. pp. 4194-4200.
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TY - JOUR
DO - 10.1021/acscatal.8b00746
UR - https://doi.org/10.1021/acscatal.8b00746
TI - Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles
T2 - ACS Catalysis
AU - Teng, Xu
AU - Ma, Chaorui
AU - Bai, Dachang
AU - Liu, Bingxian
AU - Li, Xingwei
AU - Zheng, Xin
AU - Xie, Fang
PY - 2018
DA - 2018/04/03 00:00:00
PB - American Chemical Society (ACS)
SP - 4194-4200
IS - 5
VL - 8
SN - 2155-5435
SN - 2155-5435
ER -
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@article{2018_Bai,
author = {Xu Teng and Chaorui Ma and Dachang Bai and Bingxian Liu and Xingwei Li and Xin Zheng and Fang Xie},
title = {Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles},
journal = {ACS Catalysis},
year = {2018},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acscatal.8b00746},
number = {5},
pages = {4194--4200},
doi = {10.1021/acscatal.8b00746}
}
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MLA
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Bai, Dachang, et al. “Rh(III)-Catalyzed Mild Coupling of Nitrones and Azomethine Imines with Alkylidenecyclopropanes via C–H Activation: Facile Access to Bridged Cycles.” ACS Catalysis, vol. 8, no. 5, Apr. 2018, pp. 4194-4200. https://doi.org/10.1021/acscatal.8b00746.