4.5 Article

Hexafluoro-2-Propanol-Promoted Electro-Oxidative [3+2] Annulation of 1,3-Dicarbonyl Compounds and Alkenes

Journal

CHEMELECTROCHEM
Volume 6, Issue 13, Pages 3383-3386

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/celc.201900753

Keywords

electro-oxidative; [3+2] annulation; 1; 3-dicarbonyl compounds; dihydrofuran; 1; 1; 1; 3; 3; 3-hexafluoro-2-propanol

Funding

  1. National Natural Science Foundation of China [21520102003, 21532005]
  2. Hubei Province Natural Science Foundation of China [2017CFA010]
  3. Program of Introducing Talents of Discipline to Universities of China (111 Program)
  4. China State Key Research Grant [2016YEF0200503]

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: A straightforward and atom-economical approach to the synthesis of dihydrofurans employing electro-oxidative [3+2] annulation of 1,3-dicarbonyl compound and alkenes has been developed. Neither metal catalysts nor chemical oxidants are required to promote the dehydrogenation process. Moreover, the use of base to decrease the oxidative potential and 1,1,1,3,3,3-hexafluoro-2-propanol to stabilize the reactive intermediates are key to the success of the cyclization.

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