A mild and efficient AgSbF6-catalyzed synthesis of fully substituted pyrroles through a sequential propargylation/amination/cycloisomerization reaction

Tetrahedron. 2014 Aug 26;70(34):5267-5273. doi: 10.1016/j.tet.2014.05.073.

Abstract

Development of an efficient synthesis of fully substituted pyrroles via a sequential as a catalyst. The propargylation/amination/cycloisomerization was accomplished using AgSbF6 one-pot three-component reaction of propargylic alcohols, 1,3-dicarbonyl compounds, and primary amines proceeds at a mild temperature, which prevents the formation of furan by-product. The reaction was also successfully applied to the more basic aliphatic amines with the addition of 1.1 eq. of acetic acid.

Keywords: AgSbF6; Cycloisomerization; Heterocycles; Propargylation; Pyrrole.