180902-40-3Relevant academic research and scientific papers
Reaction of indole-2,3-dicarboxylic anhydride with grignard reagents: synthesis of 2-acylindoles
Miki, Yasuyoshi
, p. 1143 - 1150 (2007/10/03)
Reaction of indole-2,3-dicarboxylic anhydride with methylmagnesium bromide and phenylmagnesium bromide gave 2-acetyl- and 2-benzoyl-indole-3-carboxylic acids, but with tert-butylmagnesium chloride, 3-pivaloylindole-2-carboxylic acids were obtained as the main products. Treatment of 2-acylindole-3-carboxylic acids with copper chromite in quinoline or potassium hydroxide gave the corresponding 2-acylindoles.
Syntheses of 1-alkyl-2-acylindoles, 1-alkyl-2-acylindole-3-carboxylic acids, and their esters, in superbasic media
Rekhter
, p. 408 - 417 (2007/10/03)
2-Acylindoles and 2-acylindole-3-carboxylic acids are readily alkylated at the nitrogen atom by haloalkanes in a superbasic medium (DMSO + NaOH). For the carboxylic acids, this reaction may proceed either entirely at the nitrogen atom, or at both the the
