Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3438-3445.DOI: 10.6023/cjoc201909008 Previous Articles     Next Articles

Special Issue: 元素有机化学合辑2018-2019


何泽瑜a,b, 范敏a, 徐佳能a,b, 胡越a, 王露a, 吴旭东a,c, 夏春谷a, 刘超a   

  1. a 中国科学院兰州化学物理研究所 羰基合成与选择氧化国家重点实验室 兰州 730000;
    b 中国科学院大学 北京 100049;
    c 宜宾学院化学与化工学院 四川宜宾 644007
  • 收稿日期:2019-09-06 修回日期:2019-09-18 发布日期:2019-09-25
  • 通讯作者: 刘超
  • 基金资助:

Iron-Catalyzed Deoxygenative Diborylation of Ketones to Internal gem-Diboronates

He Zeyua,b, Fan Mina, Xu Jia'nenga,b, Hu Yuea, Wang Lua, Wu Xudonga,c, Xia Chungua, Liu Chaoa   

  1. a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000;
    b University of Chinese Academy of Sciences, Beijing 100049;
    c Department of Chemistry and Chemical Engineering, Yibin University, Yibin, Sichuan 644007
  • Received:2019-09-06 Revised:2019-09-18 Published:2019-09-25
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 91745110, 21673261, 21603245, 21633013, 21703265, 21872156, 21802150), the Natural Science Foundation of Jiangsu Province (Nos. BK20181194, BK20180247), the Young Elite Scientist Sponsorship Program by China Association for Science and Technology (No. YESS20170217) and the Youth Innovation Promotion Association of Chinese Academy of Sciences (No. 2018458).

An iron catalyzed deoxygenative diborylation of ketones to access a variety of internal gem-diboronates has been developed. A scale-up synthesis of such gem-diboronates is also applicable under this condition. Meanwhile, common organic solvent acetone was used as start material to synthesize corresponding internal gem-diboronate, and further mono- or di-functionalization of such internal gem-diboronate has also been explored to demonstrate the synthetic potential of internal gem-diboronates.

Key words: iron catalysis, aliphatic ketone, deoxygenative borylation, gem-diboronate