4.4 Article

Metal-free remote oxidative benzylic C-H amination of 4-methylanilides with N-fluorobenzenesulfonimide

Journal

TETRAHEDRON
Volume 74, Issue 10, Pages 1085-1091

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.01.041

Keywords

Benzylic C-H bond; Amination; Hypervalent iodine; Metal-free; N-Fluorobenzenesulfonimide

Funding

  1. National Natural Science Foundation of China [21702054]
  2. Hubei Province Natural Science Foundation [2016CFB206]
  3. Hubei Provincial Hundred-Talent Program Fund

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A metal-free remote oxidative benzylic C-H amination of 4-methylanilides with N-fluorobenzenesulfonimide was reported. The reaction was promoted by a hypervalent iodine reagent and can be handled under mild and neutral conditions, providing the highly regioselective benzylic C-H amination products even with multi-substituted 4-methylanilides. It provided a novel and facile method for the construction of C(sp(3))-N bonds. (C) 2018 Elsevier Ltd. All rights reserved.

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