期刊论文详细信息
Journal of the Brazilian Chemical Society
A study of the sequential Michael addition-ring closure reaction of ethyl acetoacetate with chalcone: influence of quaternary ammonium cations as phase transfer catalysts
Regina C. V. Lopes1  Maria Da Conceição F. De Oliveira1  Telma L. G. De Lemos1  Marcos C. De Mattos1 
[1] ,Universidade Federal do Ceará Departamento de Química Orgânica e Inorgânica Fortaleza CE ,Brazil
关键词: Phase Transfer Catalysis;    annulation;    Michael reaction;   
DOI  :  10.1590/S0103-50532005000600023
来源: SciELO
PDF
【 摘 要 】

The Michael addition of ethyl acetoacetate 1 to chalcone 2 under Solid/Liquid Phase Transfer Catalysis (SL-PTC), solvent free, afforded Michael adduct 3 and an annulated compound 4 in good yield. The cyclic compound 4 was obtained in the majority via an annulation process of the Michael adduct 3. The proportion of 4 in the ratio of 3/4 was dependant on the structure of the quaternary ammonium cation. The results were interpreted on the basis of the organophilicity and accessibility of the catalysts as well as by invoking a 6-membered ring transition state for the formation of 4 due to the chelation level with Q+.

【 授权许可】

CC BY   
 All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License

【 预 览 】
附件列表
Files Size Format View
RO202005130105061ZK.pdf 215KB PDF download
  文献评价指标  
  下载次数:6次 浏览次数:17次