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Qian P, Deng Y, Mei H, et al. Metal-free nitroxyl radical-mediated β-C(sp. Chem Commun (Camb). 2017;53(20):2958-2961doi: 10.1039/c7cc00145b.
Qian, P., Deng, Y., Mei, H., Han, J., & Pan, Y. (2017). Metal-free nitroxyl radical-mediated β-C(sp. Chemical communications (Cambridge, England), 53(20), 2958-2961. https://doi.org/10.1039/c7cc00145b
Qian, Ping, et al. "Metal-free nitroxyl radical-mediated β-C(sp." Chemical communications (Cambridge, England) vol. 53,20 (2017): 2958-2961. doi: https://doi.org/10.1039/c7cc00145b
Qian P, Deng Y, Mei H, Han J, Pan Y. Metal-free nitroxyl radical-mediated β-C(sp. Chem Commun (Camb). 2017 Mar 07;53(20):2958-2961. doi: 10.1039/c7cc00145b. PMID: 28229143.
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Chem Commun (Camb). 2017 Mar 07;53(20):2958-2961. doi: 10.1039/c7cc00145b.

Metal-free nitroxyl radical-mediated β-C(sp.

Chemical communications (Cambridge, England)

Ping Qian, Yu Deng, Haibo Mei, Jianlin Han, Yi Pan

Affiliations

  1. School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China. [email protected].

PMID: 28229143 DOI: 10.1039/c7cc00145b

Abstract

The first metal-free nitroxyl-radical-mediated β-amination of saturated ketones by using heteroaryl halides as amide precursors has been developed. This reaction proceeds through a cascade α-aminoxylation/Cope-like elimination/aza-Michael addition sequence to afford β-amino ketone derivatives with excellent yields. TEMPO plays multiple roles in the current β-amination process, including those of an oxidant, an α-aminoxylation reagent, a β-hydrogen acceptor, an in situ base, and an oxygen source.

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