Abstract 2‐(2‐Haloalkenyl)‐aryl halides, conveniently prepared in a single step from the corresponding o‐halobenzaldehydes, are combined with amines under Pd catalysis to provide 1‐substituted indoles. All combinations of Br and Cl leaving groups can be employed, and a range of substituents on the arene, alkene and amine, can all be tolerated. The use of 1,3‐dichloro‐substituted arenes allows a third amination process to take place; these three‐component processes deliver the corresponding 4‐aminoindoles in good yields.
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Willis et al. (2006) studied this question.
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