Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (11): 3908-3915.DOI: 10.6023/cjoc202005025 Previous Articles     Next Articles

三氯化硼为介导的2-(1-炔基)-2-烯烃-1-酮的硼酸酯化环化

吴毅a, 肖元晶a, 张俊良a,b   

  1. a 华东师范大学化学与分子工程学院 上海市绿色化学与化学工程绿色化重点实验室 上海 200062;
    b 复旦大学化学系 上海 200438
  • 收稿日期:2020-05-10 修回日期:2020-06-08 发布日期:2020-07-01
  • 通讯作者: 肖元晶, 张俊良 E-mail:yjxiao@chem.ecnu.edu.cn;jlzhang@chem.ecnu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21372084,21425205,21871093)、教育部长江学者和创新团队发展计划和国家重点基础研究发展计划(973计划,No.2015CB-856600)资助项目.

BCl3 Mediated Borylative Cyclization of 2-(1-Alkynyl)-2-alken-1-ones

Wu Yia, Xiao Yuanjinga, Zhang Junlianga,b   

  1. a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062;
    b Department of Chemistry, Fudan University, Shanghai 200438
  • Received:2020-05-10 Revised:2020-06-08 Published:2020-07-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21372084, 21425205, 21871093), the Program for Changjiang Scholars and Innovative Research Team in University of Ministry of Education and the National Basic Research Program of China (973 Program, No. 2015CB-856600).

A metal-free, BCl3 mediated borylative cyclization of 2-(1-alkynyl)-2-alken-1-ones leading to synthetic valuable multi-functionalized naphthalene boronates in one step was developed. The boronate functionality present in the product provides many opportunities for derivatization. The salient features of this reaction include moderate to good yields, gram-scale synthesis and diverse synthetic transformations. In the meantime, the new synthetic applications of 2-(1-alkynyl)-2-alken-1-ones have been developed.

Key words: metal free, borylative, cycliazation, naphthalene boronates, transformations