Organic Letters 2009-01-01

Application of ynamides in the synthesis of 2-amidoindoles.

Karin Dooleweerdt, Thomas Ruhland, Troels Skrydstrup

Index: Org. Lett. 11(1) , 221-4, (2009)

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Abstract

A Pd-catalyzed, one-pot, two-step synthesis of 2-amidoindoles from ynamides and o-iodoanilines is reported. A key highlight of this sequence is that after the Sonogashira reaction, intramolecular cyclization to the indole occurs spontaneously without activation of the alkyne.