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A versatile and efficient palladium catalyzed domino reaction leading to a broad range of substituted 1-aminoindoles has been developed. The title compounds were prepared from 2-halo-phenylacetylenes and simple hydrazines in good to excellent yields in just a few hours under mild conditions.

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Unsymmetric, N‐substituted benzimidazoles and imidazopyridines can be prepared directly from 2‐halonitroarenes and amides through Pd(TFA)2/(R)‐BINAP‐catalyzed cross‐coupling and subsequent reductive aminocyclization. This sequence can be conducted by a one‐pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles.

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