SEARCH

SEARCH BY CITATION

Keywords:

  • alkynes;
  • copper;
  • dienyl ethers;
  • furans;
  • ruthenium

Abstract

Thumbnail image of graphical abstract

Step in time: 2,5-Disubstituted furans can be prepared from terminal alkynes in one pot using two successive catalytic reactions (see scheme; p-TSA=para-toluenesulfonic acid). First, a 1,3-dienyl alkyl ether is produced by the dimerization of a terminal alkyne and addition of an alcohol catalyzed by [RuCp*(NCMe)3][PF6]. Then, consecutive hydrolysis and cyclization catalyzed by CuCl2 provides the 2,5-disubstituted furan.