Enantioselective gold catalyzed cascade construction of pyrroloindoline derivatives

A new method was developed to enantioselectively synthesize pyrroloindolines from the reaction of allenoamides with tryptamines by using BINOL derived phosphoramidate ligated gold catalyst. Electrophilic addition of the gold–allene complex led to tryptamine’s C-3-dearomatization, which, followed by C-2 cyclization, provided the desired annulation product. In addition, furoindoline product could also be prepared from the reaction of tryptol.

A new method was developed to enantioselectively synthesize pyrroloindolines from the reaction of allenoamides with tryptamines by using phosphoramidate ligated gold catalyst.Figure optionsDownload as PowerPoint slide