A heterogeneous and recoverable palladium catalyst to access the regioselective C–H alkenylation of quinoline N-oxides
作者： Daniele Sciosci , Federica Valentini , Francesco Ferlin , Shaomin Chen , Yanlong Gu
DOI: 10.1039/D0GC02634D
关键词:
摘要: Herein, we disclose the first C-2-selective C–H alkenylation of quinoline N-oxides catalyzed using a heterogeneous palladium catalyst. The protocol does not require the use of an …
rsc.org
sci-hub.st 参考文章(95)
Kai Sun, Xiao-Lan Chen, Xu Li, Ling-Bo Qu, Wen-Zhu Bi, Xi Chen, Hui-Li Ma, Song-Tao Zhang, Bo-Wen Han, Yu-Fen Zhao, Chao-Jun Li, H-phosphonate-mediated sulfonylation of heteroaromatic N-oxides: a mild and metal-free one-pot synthesis of 2-sulfonyl quinolines/pyridines Chemical Communications. ,vol. 51, pp. 12111- 12114 ,(2015) , 10.1039/C5CC04484G
David E. Stephens, Johant Lakey-Beitia, Gabriel Chavez, Carla Ilie, Hadi D. Arman, Oleg V. Larionov, Experimental and mechanistic analysis of the palladium-catalyzed oxidative C8-selective C–H homocoupling of quinoline N-oxides Chemical Communications. ,vol. 51, pp. 9507- 9510 ,(2015) , 10.1039/C5CC02227D
Junliang Wu, Xiuling Cui, Lianmei Chen, Guojie Jiang, Yangjie Wu, Palladium-Catalyzed Alkenylation of Quinoline-N-oxides via C−H Activation under External-Oxidant-Free Conditions Journal of the American Chemical Society. ,vol. 131, pp. 13888- 13889 ,(2009) , 10.1021/JA902762A
Eric M. Simmons, John F. Hartwig, On the Interpretation of Deuterium Kinetic Isotope Effects in CH Bond Functionalizations by Transition‐Metal Complexes Angewandte Chemie. ,vol. 51, pp. 3066- 3072 ,(2012) , 10.1002/ANIE.201107334
Gang Li, Chunqi Jia, Kai Sun, Copper-catalyzed intermolecular dehydrogenative amidation/amination of quinoline N-oxides with lactams/cyclamines. Organic Letters. ,vol. 15, pp. 5198- 5201 ,(2013) , 10.1021/OL402324V
Jochen Wiesner, Regina Ortmann, Hassan Jomaa, Martin Schlitzer, New Antimalarial Drugs Angewandte Chemie International Edition. ,vol. 42, pp. 5274- 5293 ,(2003) , 10.1002/ANIE.200200569
Seung Hwan Cho, Seung Jun Hwang, Sukbok Chang, Palladium-catalyzed C-H functionalization of pyridine-N-oxides: Highly selective alkenylation and direct arylation with unactivated arenes Journal of the American Chemical Society. ,vol. 130, pp. 9254- 9256 ,(2008) , 10.1021/JA8026295
Heejun Hwang, Jinwoo Kim, Jisu Jeong, Sukbok Chang, Regioselective Introduction of Heteroatoms at the C-8 Position of Quinoline N-Oxides: Remote C–H Activation Using N-Oxide as a Stepping Stone Journal of the American Chemical Society. ,vol. 136, pp. 10770- 10776 ,(2014) , 10.1021/JA5053768
Zhiyong Wu, Chao Pi, Xiuling Cui, Jie Bai, Yangjie Wu, Direct C-2 Alkylation of Quinoline N-Oxides with Ethers via Palladium-Catalyzed Dehydrogenative Cross-Coupling Reaction Advanced Synthesis & Catalysis. ,vol. 355, pp. 1971- 1976 ,(2013) , 10.1002/ADSC.201300111
Xuan Chen, Chongwei Zhu, Xiuling Cui, Yangjie Wu, Direct 2-acetoxylation of quinoline N-oxides via copper catalyzed C–H bond activation Chemical Communications. ,vol. 49, pp. 6900- 6902 ,(2013) , 10.1039/C3CC43947J