Abstract
A number of cyclic imines and amino ketones were studied as the starting material for indole synthesis. Amino ketone arylhydrazones are key intermediates undergoing the Fischer rearrangement; the possibility of the reaction is determined by the structure of an amino carbonyl compound. A convenient one-step method for the synthesis of indolylalkylamines allowed tryptamines and their homologs to be obtained in high yields.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1186–1194, May, 2005.
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Zakurdaev, E.P., Balenkova, E.S. & Nenajdenko, V.G. Synthesis of substituted tryptamines and their homologs: A new aspect in the Fischer reaction. Russ Chem Bull 54, 1219–1228 (2005). https://doi.org/10.1007/s11172-005-0384-3
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DOI: https://doi.org/10.1007/s11172-005-0384-3