Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (5): 1261-1266.DOI: 10.6023/cjoc201803001 Previous Articles     Next Articles

Special Issue: 碳氢活化合辑2018-2019

Notes

碳正离子介导的二氢喹啉的氧化碳氢炔基化

刘子强a, 赵冉a, 贺妮a, 李伟a   

  1. 山东中医药大学药学院 济南 250355
  • 收稿日期:2018-03-01 修回日期:2018-03-16 发布日期:2018-04-13
  • 通讯作者: 李伟,E-mail:liwei6911@163.com E-mail:liwei6911@163.com

Trityl Ion-Mediated Oxidative C—H Alkynylation of 1, 2-Dihydroquinolines

Liu Ziqianga, Zhao Rana, He Nia, Li Weia   

  1. Department of Pharmaceutical, Shandong University of Traditional Chinese Medicine, Jinan 250355
  • Received:2018-03-01 Revised:2018-03-16 Published:2018-04-13
  • Contact: 10.6023/cjoc201803001 E-mail:liwei6911@163.com

An efficient synthesis of α-substituted 1, 2-dihydroquinoline compounds through the oxidative C—H functionalization of N-acyl-dihydroquinoline with diverse organoboron reagents mediated by triphenylcarbium perchlorate (Ph3CClO4) is reported. The reaction exhibits good functional group tolerance, allowing for C—H alkynylation and alkenylation proceeding smoothly in good yields.

Key words: dihydroquinoline, hydrocarbon functionalization, alkynylation, carbocation, oxidation