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2019 , Vol. 39 >Issue 12: 3438 - 3445

DOI: https://doi.org/10.6023/cjoc201909008

研究论文

铁催化酮类化合物脱氧双硼化制备非末端偕二硼

  • 何泽瑜 ,
  • 范敏 ,
  • 徐佳能 ,
  • 胡越 ,
  • 王露 ,
  • 吴旭东 ,
  • 夏春谷 ,
  • 刘超
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  • 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

  网络出版日期: 2019-09-25

基金资助

国家自然科学基金（Nos.91745110，21673261，21603245，21633013，21703265，21872156，21802150）、江苏省自然科学基金（Nos.BK20181194，BK20180247）、中国科协青年人才托举工程（No.YESS20170217）和中国科学院青年创新促进会（No.2018458）资助项目.

收起

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

  • He Zeyu ,
  • Fan Min ,
  • Xu Jia'neng ,
  • Hu Yue ,
  • Wang Lu ,
  • Wu Xudong ,
  • Xia Chungu ,
  • Liu Chao
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  • 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 date: 2019-09-06

  Revised date: 2019-09-18

  Online 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).

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摘要

报道了一种铁催化的酮类化合物的脱氧硼化反应，通过该方法制备一系列的非末端偕二硼化合物，并进一步将该方法应用到克级规模制备中.同时，以常用有机溶剂丙酮为原料制备了相应的非末端偕二硼化合物，并对该偕二硼化合物的C—B键进行选择性单官能团或双官能团化，以验证该类化合物在有机合成中的应用价值.

关键词： 铁催化; 烷基酮; 脱氧硼化; 偕二硼化合物

本文引用格式

何泽瑜 , 范敏 , 徐佳能 , 胡越 , 王露 , 吴旭东 , 夏春谷 , 刘超 . 铁催化酮类化合物脱氧双硼化制备非末端偕二硼[J]. 有机化学, 2019 , 39(12) : 3438 -3445 . DOI: 10.6023/cjoc201909008

Abstract

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

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