Gold-catalyzed synthesis of substituted 2-aminofurans via formal [4+1]-cycloadditions on 3-en-1-ynamides

Ramesh B Dateer; Kamalkishore Pati; Rai-Shung Liu

doi:10.1039/c2cc33030j

Gold-catalyzed synthesis of substituted 2-aminofurans via formal [4+1]-cycloadditions on 3-en-1-ynamides

Chem Commun (Camb). 2012 Jul 21;48(57):7200-2. doi: 10.1039/c2cc33030j. Epub 2012 Jun 12.

Authors

Ramesh B Dateer¹, Kamalkishore Pati, Rai-Shung Liu

Affiliation

¹ Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.

PMID: 22692387
DOI: 10.1039/c2cc33030j

Abstract

Gold-catalyzed formal [4+1]-cycloadditions between 3-en-1-ynamides 1 and 8-methylquinoline oxide are reported. The success of this reaction relies on a hypothetic oxa-Nazarov cyclization on gold-stabilized allylic cations. Preliminary results on a new 1,2-difunctionalization of 3-en-1-ynamide are also reported.