Citation: He Zeyu, Fan Min, Xu Jia'neng, Hu Yue, Wang Lu, Wu Xudong, Xia Chungu, Liu Chao. Iron-Catalyzed Deoxygenative Diborylation of Ketones to Internal gem-Diboronates[J]. Chinese Journal of Organic Chemistry, ;2019, 39(12): 3438-3445. doi: 10.6023/cjoc201909008 shu

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

He Zeyu ^a,b ,
Fan Min ^a ,
Xu Jia'neng ^a,b ,
Hu Yue ^a ,
Wang Lu ^a ,
Wu Xudong ^a,c ,
Xia Chungu ^a ,
Liu Chao ^a,,

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

Corresponding author: Liu Chao, chaoliu@licp.cas.cn
Received Date: 6 September 2019
Revised Date: 18 September 2019
Available Online: 25 December 2019
Fund Project: the National Natural Science Foundation of China 21872156the National Natural Science Foundation of China 21673261Project 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)the National Natural Science Foundation of China 91745110the National Natural Science Foundation of China 21703265the National Natural Science Foundation of China 21633013the National Natural Science Foundation of China 21802150the Young Elite Scientist Sponsorship Program by China Association for Science and Technology YESS20170217the Natural Science Foundation of Jiangsu Province BK20181194the Youth Innovation Promotion Association of Chinese Academy of Sciences 2018458the National Natural Science Foundation of China 21603245the Natural Science Foundation of Jiangsu Province BK20180247

Figures(4)

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.
- iron catalysis,
- aliphatic ketone,
- deoxygenative borylation,
- gem-diboronate
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