Gold(III)-Catalyzed Propargylic Substitution Reaction Followed by Cycloisomerization for Synthesis of Poly-Substituted Furans from <i>N</i>-Tosylpropargyl Amines with 1,3-Dicarbonyl Compounds

Abstract

The treatment of N-tosylpropargyl amines 1 with 1,3-dicarbonyl compounds 2 in the presence of AuBr3 (5 mol%) and AgOTf (15 mol%) afforded poly-substituted furans 3 in good-to-high yields via the gold-catalyzed cleavage of the sp3 carbon–nitrogen bond.

Keywords

• gold catalyst
• poly-substituted furans
• <i>N</i>-tosylpropargyl amines
• propargylic substitution
• cycloisomerization