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A new variant of Knorr's pyrrole synthesis
Author(s) -
Zhang Yan,
Jiang YunZhen,
Liang XiaoTian
Publication year - 1997
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19970150413
Subject(s) - chemistry , aniline , pyrrole , aryl , acetone , indole test , solvent , medicinal chemistry , organic chemistry , alkyl
The reaction between ethyl 3‐bromopyruvate and p ‐substituted anilines was found to involve the unexpected participation of acetone (solvent) forming N ‐aryl‐5‐methyl‐pyrrole‐3‐carboxylates. The influence of p ‐substituents of aniline and the feasibility with other ketones were studied. N ‐aryl‐indole‐3‐carboxylate (17) was synthesized successfully with this method. The unique character of p ‐methoxy‐aniline in this reaction was discussed.