Beilstein Journal of Organic Chemistry (Aug 2018)

Cobalt-catalyzed peri-selective alkoxylation of 1-naphthylamine derivatives

  • Jiao-Na Han,
  • Cong Du,
  • Xinju Zhu,
  • Zheng-Long Wang,
  • Yue Zhu,
  • Zhao-Yang Chu,
  • Jun-Long Niu,
  • Mao-Ping Song

DOI
https://doi.org/10.3762/bjoc.14.183
Journal volume & issue
Vol. 14, no. 1
pp. 2090 – 2097

Abstract

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A cobalt-catalyzed C(sp2)–H alkoxylation of 1-naphthylamine derivatives has been disclosed, which represents an efficient approach to synthesize aryl ethers with broad functional group tolerance. It is noteworthy that secondary alcohols, such as hexafluoroisopropanol, isopropanol, isobutanol, and isopentanol, were well tolerated under the current catalytic system. Moreover, a series of biologically relevant fluorine-aryl ethers were easily obtained under mild reaction conditions after the removal of the directing group.

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