Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (4): 1033-1037.DOI: 10.6023/cjoc201909027 Previous Articles     Next Articles


全积宁, 何小雪, 严新焕, 李小青, 许响生   

  1. 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2019-09-17 修回日期:2019-11-23 发布日期:2020-05-06
  • 通讯作者: 许响生
  • 基金资助:

Synthesis of 5-Iodomethyl Dihydrofurans via t-Butyl Hydroperoxide-Induced Lodocyclization of Olefinic Dicarbonyl Compounds with I2

Quan Jining, He Xiaoxue, Yan Xinhuan, Li Xiaoqing, Xu Xiangsheng   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2019-09-17 Revised:2019-11-23 Published:2020-05-06
  • Supported by:
    Project supported by the National Key Research and Development Program of China (No. 2017YFC0210900) and the Innovative Experimental Project of Zhejiang University of Technology (No. SYXM1704).

A new method for the iodocyclization of olefinic dicarbonyl compounds with t-butyl hydroperoxide (TBHP) and I2 was developed. The in situ generated hypoiodous acid and tBuOI were used as active iodine cation reagents. This method allowed the synthesis of polysubstituted 5-iodomethyldihydrofurans under mild reaction conditions with cheap reagents and high atom economy.

Key words: iodocyclization, olefinic dicarbonyl compounds, dihydrofurans, TBHP, I2