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Acylation, cyanoethylation and alkylation of methyl and phenyl indolylmagnesium salts: Influence of the substituents on the c- and N-reaction products

✍ Scribed by J. Gonzalo Rodríguez; Anahí Urrutia


Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
494 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis


Analysis of the influence of the substitution on indolylmagnesium salts in the reaction with benzoyl chloride, acrylonitrile and methyl iodide, giving the (C) - and (N)-derivatives, have been carried out. The yield in the (\mathrm{C}) - and (\mathrm{N})-product depends upon the electronic character and position of the substituent (methyl or phenyl) on the indole ring and of the ethereal solvent as well as the concentration and molar ratio of the reagents. The 2- or 3-phenyl substituted indolylmagnesium salts with acrylonitrile always gave the 1-(2-cyanoethyl)indole derivative.


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