A new variant of Knorr's pyrrole synthesis

来源 :Chinese Journal of Chemistry | 被引量 : 0次 | 上传用户:wanghao521146
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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. 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. 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.
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