Article ID Journal Published Year Pages File Type
5272577 Tetrahedron Letters 2009 4 Pages PDF
Abstract

The reaction of electron-rich 3-aryl-substituted 4,6-dimethoxyindoles in the presence of base with triflic anhydride results in biaryl coupling, producing both 2,2′- and 2,7′-biindoles. Further, if acetone is present, the corresponding vinyl triflate is formed and subsequent reaction yields the known indolylpyrroloindoles and dimeric spiroindoles. This is the first reported synthesis of these compounds under basic conditions.

Graphical abstractThe reaction of electron-rich 3-aryl-substituted 4,6-dimethoxyindoles in the presence of base with triflic anhydride results in biaryl coupling producing both 2,2′- and 2,7′-biindoles. Further, if acetone is present, the corresponding vinyl triflate is formed and subsequent reaction yields the known indolylpyrroloindoles and dimeric spiroindoles. This is the first reported synthesis of these compounds under basic conditions.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry