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The synthesis of 5‐fluoro‐ and 7‐methyl‐indole and ‐tryptophane
Author(s) -
Hoffmann Eliahu,
Ikan Raphael,
Galun Arjeh B.
Publication year - 1965
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570020315
Subject(s) - chemistry , indole test , yield (engineering) , dimethylaniline , hydrolysis , aqueous medium , organic chemistry , aqueous solution , materials science , metallurgy
5‐Fluoroindole was prepared in 4 steps in 46% overall yield from m ‐fluorotoluene. 7‐Methylindole was prepared in 2 steps 2 from 6‐dimethylaniline. Both compounds were transformed to the corresponding tryptophanes in high yields. The final hydrolytic step was carried out in aqueous acidic medium.