Convenient synthesis of (e)-5-aryl(halo)methylenebicyclo-[2.2.2]oct-2-enes and -[2.2.1]hept-2-enes via Lewis acid-promoted carbohalogenation of cyclic 2,6-enynols

Ming Chang P. Yeh*, Hsin Hui Lin, Siou Fu Kuo, Pei Jie Chen, Jyun Wei Honga

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

8 引文 斯高帕斯(Scopus)

摘要

An efficient synthesis of (E)-5-aryl(halo)-methylenebicyclo[2.2.2]oct-2-enes is reported. Lewis acid-promoted carbohalogenation of 4-(3-arylprop-2-ynyl)-cyclohex-2-enols in dichloromethane proceeds rapidly to afford the exo-methylenebridged bicycles in good yields. This method also provides an easy access to (E)-5-aryl(halo)methyl-ACHTUNGTRENUNGenebicyclo[2.2.1]hept-2-enes from the five-membered ring 2,6-enynols. The reactions are procedurally simple and high yielding, producing the aryl(halo) methylene-bridged bicycles in minutes under air and mild conditions.

原文英語
頁(從 - 到)3816-3820
頁數5
期刊Advanced Synthesis and Catalysis
356
發行號18
DOIs
出版狀態已發佈 - 2014 12月 15

ASJC Scopus subject areas

  • 催化
  • 有機化學

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