4.7 Article

Base- and Copper-Catalyzed Intramolecular Cyclization for the Direct Synthesis of Dihydrofurans

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 7, Pages 1163-1168

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000005

Keywords

alkynes; copper; cyclization; dihydrofurans; furans

Funding

  1. MOST [2009CB626604]
  2. NSFC [20772051, 20972058]
  3. MOE of PR. China

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A simple and convenient synthetic approach to dihydrofurans has been developed from the cyclization of 2-propynyl-1,3-dicarbonyl compounds catalyzed by potassium tert-butoxide, copper(II) trifluoromethanesulfonate and triphenylphosphine using methanol/dichloromethane as the solvent under very mild conditions. Moreover, dihydrofurans could be easily transformed into the corresponding furans in the presence of trifluoroacetic acid.

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