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A new variant of Knorr's pyrrole synthesis
作者姓名:ZHANG  Yan JIANG  Yun-Zhen LIANG  Xiao-TianInstitute of Materia Medico  Chinese Academy of Medical Sciences & Peking Union Medical College  Beijing  China
作者单位:ZHANG,Yan JIANG,Yun-Zhen LIANG,Xiao-TianInstitute of Materia Medico,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing 100050,China
摘    要: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.


A new variant of Knorr's pyrrole synthesis
ZHANG,Yan JIANG,Yun-Zhen LIANG,Xiao-TianInstitute of Materia Medico,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing ,China.A new variant of Knorr''''s pyrrole synthesis[J].Chinese Journal of Chemistry,1997,15(4):371-378.
Authors:ZHANG  Yan JIANG  Yun-Zhen LIANG  Xiao-TianInstitute of Materia Medico  Chinese Academy of Medical Sciences & Peking Union Medical College  Beijing  China
Institution:ZHANG,Yan JIANG,Yun-Zhen LIANG,Xiao-TianInstitute of Materia Medico,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing 100050,China
Abstract: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.
Keywords:Pyrrole synthesis  ethyl 3-bromopyruvate  anilines  ketones
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