4.4 Article

B(C6F5)3-catalyzed metal-free hydrogenations of 2-quinolinecarboxylates

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 14, Pages 1400-1403

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.02.057

Keywords

2-Quinolinecarboxylates; Metal-free hydrogenation; Tetrahydroquinolines; Frustrated Lewis pairs

Funding

  1. National Natural Science Foundation of China [21572231, 21521002]
  2. Key Research and Development Plan of Shandong Province [2017GSF218061]

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A metal-free hydrogenation of 2-quinolinecarboxylates has been realized by using 5 mol% of B(C6F5)(3) as catalyst. A variety of tetrahydroquinolines were obtained in 57-99% yields. An attempt for the asymmetric hydrogenation with chiral boron Lewis acids generated from chiral dienes afforded very low ee's. (C) 2018 Elsevier Ltd. All rights reserved.

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