4.4 Article

Simultaneous Ring-Opened THF and insertion of diazoketone derived carbene into carbonyl O-H: Synthesis for β-keto enol ethers

Journal

TETRAHEDRON LETTERS
Volume 58, Issue 33, Pages 3262-3266

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.07.021

Keywords

beta-keto enol ethers; Diazoketones; Carbene; Ring-opening

Funding

  1. National Natural Science Foundation of China [21472107, 21372142, 21221062]

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A novel tandem synthesis of beta-keto enol ethers was developed via the reaction of alpha-diazoketones, 1,3-diketones and THF catalyzed by cheap and available CuI under extremely simple conditions. During the course of the reaction, the ring-opened THF and diazocarbonyl derived carbene simultaneously inserted into O-H of 1,3-diketones. (C) 2017 Elsevier Ltd. All rights reserved.

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