4.4 Article

Silver-Promoted Versatile Cross-Dehydrogenative Coupling of Quinaldine with Usual Ethers

Journal

SYNLETT
Volume 30, Issue 18, Pages 2096-2100

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1690697

Keywords

cross-dehydrogenative coupling; Selectfluor; quinaldine; ethers; silver

Funding

  1. Shandong Provincial Natural Science Foundation [ZR2016HM44, ZR2016BQ31, ZR2016JL009]
  2. Shandong Key Research Program [2017GSF218061]
  3. Major Program of Shandong Province Natural Science Foundation [ZR2017ZC0529]
  4. University of Jinan

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The application of small molecules as synthetic blocks is a field of great meaning and full of challenges, especially the use of inert ether molecules, such as THF as starting materials. A versatile and easily handled cross-dehydrogenative coupling between ethers and quinaldine is reported here. Compared to the developed reaction, Selectfluor is used as a mild oxidant, and a variety of functional groups are tolerated. Nitrogen protection, anhydrous systems, and external base are not needed, making this method a convenient route to functional heterocycles.

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