Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (2): 489-500.DOI: 10.6023/cjoc201907035 Previous Articles     Next Articles

咔唑桥连NCN齿形钯配合物催化的唑类C-H键直接芳基化反应

宋文越a, 饶小峰b, 卜庆青a, 刘宁a   

  1. a 石河子大学化学化工学院 新疆兵团绿色化工过程重点实验室 新疆石河子 832003;
    b 南方科技大学化学系 广东深圳 518000
  • 收稿日期:2019-07-24 修回日期:2019-09-16 出版日期:2020-02-25 发布日期:2019-10-09
  • 通讯作者: 卜庆青, 刘宁 E-mail:ningliu@shzu.edu.cn;bqq880219@163.com
  • 基金资助:
    国家自然科学基金(No.U1603103)资助项目.

Carbazole-Bridged NCN-Pincer Palladium Complex Catalyzed Direct C-H Arylation Reaction of Azoles

Song Wen-Yuea, Rao Xiaofengb, Bu Qingqinga, Liu Ninga   

  1. a Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003;
    b Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518000
  • Received:2019-07-24 Revised:2019-09-16 Online:2020-02-25 Published:2019-10-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. U1603103).

A new type of pincer palladium complexes C1~C6 based on the strong donor strength of carbazoles skeleton were synthesized. The air-and moisture-stable complexes C1~C6 act as efficient catalysts for the direct arylation of azoles with (hetero)aryl bromides in good to excellent yields with broad substrate scope used KOAc as sole base under aerobic conditions. It was demonstrated that this developed protocol was the most catalytic system for the direct C-H bond arylation for thiazoles under relatively mild reaction conditions at a low catalyst loading of 0.5 mol%.

Key words: carbazole ligand, palladium complex, direct arylation, aryl bromides, coupling reaction