Synthesis of Indoles via Palladium[0]-Mediated Ullmann Cross-Coupling of o-Halonitroarenes with α-Halo-enones or -enals

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Abstract

[reaction: see text] Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of alpha-halo-enones (e.g., 2) or -enals readily affords the expected alpha-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.

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