2-Allylaniline can be converted to
2-Methylindole using the Hegedus indole synthesis.[1]
References
^
abHegedus, Louis S.; Allen, Gary F.; Waterman, Edward L. (1976-04-01). "Palladium assisted intramolecular amination of olefins. A new synthesis of indoles". Journal of the American Chemical Society. 98 (9): 2674–2676.
doi:
10.1021/ja00425a051.
^Hegedus, Louis S.; Allen, Gary F.; Bozell, Joseph J.; Waterman, Edward L. (1978-08-01). "Palladium-assisted intramolecular amination of olefins. Synthesis of nitrogen heterocycles". Journal of the American Chemical Society. 100 (18): 5800–5807.
doi:
10.1021/ja00486a035.
^Hegedus, Louis S.; Winton, Peter M.; Varaprath, Sudarsanan (1981-05-01). "Palladium-assisted N-alkylation of indoles: attempted application to polycyclization". The Journal of Organic Chemistry. 46 (11): 2215–2221.
doi:
10.1021/jo00324a004.
^
abHarrington, Peter J.; Hegedus, Louis S. (1984-07-01). "Palladium-catalyzed reactions in the synthesis of 3- and 4-substituted indoles. Approaches to ergot alkaloids". The Journal of Organic Chemistry. 49 (15): 2657–2662.
doi:
10.1021/jo00189a001.