Three- and Four-Component Syntheses of 3-Arylmethylindoles by Microwave-Assisted One-Pot Heck Isomerization-Fischer Indolization (Alkylation) (HIFI and HIFIA) Sequences
Jesco Panther, Thomas J. J. Müller*
*Institut für Organische Chemie und Makromolekulare Chemie,
Heinrich-Heine-Universität Düsseldorf, Universitätsstr. 1, 40225 Düsseldorf,
Germany, Email: ThomasJJMueller
uni-duesseldorf.de
J. Panther, T. J. J. Müller, Synthesis, 2016, 48, 974-986.
DOI: 10.1055/s-0035-1561349
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Abstract
Heck isomerization of aryl bromides and allyl alcohols provides 3-arylpropanals, that can readily be transformed into 3-arylmethylindoles by Fischer indole synthesis in a consecutive three-component fashion in good yields. This sequence can be expanded to a four-component Heck isomerization-Fischer indolization-alkylation (HIFIA) synthesis.
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Key Words
alkylations, Heck reaction, Fischer indole synthesis, microwave synthesis, indoles
ID: J66-Y2016
