50469-21-1Relevant articles and documents
Carboxylation and Acylation of 4,7-Dimethoxyindoles and a Study of the Corresponding Dealkylated Derivatives
Malesani, Giorgio,Chiarelotto, Gianfranco,Ferlin, Maria Grazia,Masiero, Sergio
, p. 613 - 618 (2007/10/02)
Treatment of 4,7-dimethoxyindoles 1 and 9 with ethylmagnesium bromide and ethyl chloroformate in refluxing dry ether gives the corresponding indole-1-carboxylic acid ethyl esters 3 and 10 as major products, together, with minor amounts of indole-3-carboxylic acid ethyl esters 2 and 11.Similar treatment of 4,7-dimethoxyindole(1) with ethylmagnesium bromide and chloroacetyl chloride affords the related 3-chloroacetyl derivative 13.All of the new 4,7-dimethoxyindole compounds were dealkylated with anhydrous aluminium chloride in refluxing dry benzene.Transformation of these demethylated indoles into other interesting derivatives, in view of possible antimicrobial activity is also reported.