An expeditious and efficient synthesis of symmetrical tris(indolyl)methanes under catalyst-free conditions in fluorinated alcohols

Hexafluoro-2-propanol (HFIP) is explored as an effective medium for the synthesis of symmetrical tris(indolyl)methanes through the reaction of indole derivatives with orthoesters at room temperature. The solvent (HFIP) can be readily separated from reaction products and recovered in excellent purity for direct reuse.

Graphical abstract. Tris(indolyl)methanes derivatives were synthesized in excellent yield in hexafluoro-2-propanol.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► In this study we examine the HFIP as a new recyclable medium. ► Tris(indolyl)methanes derivatives were synthesized in hexafluoro-2-propanol. ► This method has the ability to tolerate a wide variety of substitutions. ► HFIP was easily recovered.