Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (6): 2197-2205.DOI: 10.6023/cjoc202209011 Previous Articles     Next Articles


卢凯, 屈浩琦, 陈樨, 秋慧, 郑晶*(), 马猛涛*()   

  1. 南京林业大学理学院 南京 210037
  • 收稿日期:2022-09-10 修回日期:2022-11-01 发布日期:2022-12-21
  • 基金资助:
    国家自然科学基金(22171137); 国家自然科学基金(21772093); 江苏省研究生科研与实践创新计划(KYCX21_0874)

Catalyst-Free and Solvent-Free Hydroboration of Alkynes and Alkenes with Catecholborane

Kai Lu, Haoqi Qu, Xi Chen, Hui Qiu, Jing Zheng*(), Mengtao Ma*()   

  1. College of Science, Nanjing Forestry University, Nanjing 210037
  • Received:2022-09-10 Revised:2022-11-01 Published:2022-12-21
  • Contact: E-mail:;
  • Supported by:
    National Natural Science Foundation of China(22171137); National Natural Science Foundation of China(21772093); Postgraduate Research & Practice Innovation Program of Jiangsu Province(KYCX21_0874)

A catalyst-free and solvent hydroboration of alkynes and alkenes with catecholborane was reported. Various alkynes and alkenes including aromatic and aliphatic groups were smoothly converted into the corresponding anti-Markovnikov alkenyl and alkyl boronate esters in high yields and high regio/stereoselectivity at room temperature and 50 ℃, respectively. The gram-scale hydroboration and further versatile conversions demonstrated great potential in the practical application. A plausible reaction mechanism was proposed based on the corresponding density function theory (DFT) calculations.

Key words: green chemistry, hydroboration, catalyst-free, alkyne, alkene