Open Access
Chemical Science, volume 3, issue 9, pages 2853
Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process
Publication type: Journal Article
Publication date: 2012-06-27
Journal:
Chemical Science
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 8.4
ISSN: 20416520, 20416539
General Chemistry
Abstract
A copper-catalyzed decarboxylative coupling of vinylic carboxylic acids with simple alcohols, ethers, and hydrocarbons was achieved. In the past decades, most of the sp3 α-C–H activation/C–C bond formation reactions proceeded via an addition of a α-hydroxy carbon-centered radical to heterocycles, alkenes, and alkynes. The present system exhibits a novel pathway for the functionalization of various sp3 C–H bonds via radical addition–elimination of aryl-substituted vinyl carboxylic acids. This strategy allows for rapid and selective access to a variety of (E)-alkenes such as allylic alcohols, allylic ethers, and substituted styrenes. In addition, this procedure could be scaled up to gram level, which would be useful to prepare natural products and pharmaceuticals that contain chromene and its derivatives.
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Citations by publishers
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70
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Royal Society of Chemistry (RSC)
66 publications, 30.28%
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American Chemical Society (ACS)
57 publications, 26.15%
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2 publications, 0.92%
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The Chemical Society of Japan
1 publication, 0.46%
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Shanghai Institute of Organic Chemistry
1 publication, 0.46%
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Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 0.46%
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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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Cui Z. et al. Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process // Chemical Science. 2012. Vol. 3. No. 9. p. 2853.
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Cui Z., Shang X., Shao X., Liu Z. Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process // Chemical Science. 2012. Vol. 3. No. 9. p. 2853.
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TY - JOUR
DO - 10.1039/c2sc20712e
UR - https://doi.org/10.1039/c2sc20712e
TI - Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process
T2 - Chemical Science
AU - Cui, Zili
AU - Shang, Xiaojie
AU - Shao, Xiangfeng
AU - Liu, Zhongquan
PY - 2012
DA - 2012/06/27 00:00:00
PB - Royal Society of Chemistry (RSC)
SP - 2853
IS - 9
VL - 3
SN - 2041-6520
SN - 2041-6539
ER -
Cite this
BibTex
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@article{2012_Cui,
author = {Zili Cui and Xiaojie Shang and Xiangfeng Shao and Zhongquan Liu},
title = {Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process},
journal = {Chemical Science},
year = {2012},
volume = {3},
publisher = {Royal Society of Chemistry (RSC)},
month = {jun},
url = {https://doi.org/10.1039/c2sc20712e},
number = {9},
pages = {2853},
doi = {10.1039/c2sc20712e}
}
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MLA
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Cui, Zili, et al. “Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process.” Chemical Science, vol. 3, no. 9, Jun. 2012, p. 2853. https://doi.org/10.1039/c2sc20712e.