2‐(2‐Haloalkenyl)‐aryl Halides as Substrates for Palladium‐Catalysed Tandem CN Bond Formation: Efficient Synthesis of 1‐Substituted Indoles
2006
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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