Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (12): 2965-2972.DOI: 10.6023/cjoc201604058 Previous Articles     Next Articles



高文涛, 符鑫博, 李阳, 王东方, 赵雅楠   

  1. 渤海大学超精细化学品研究所 锦州 121000
  • 收稿日期:2016-04-28 修回日期:2016-07-12 发布日期:2016-08-10
  • 通讯作者: 高文涛
  • 基金资助:

    国家自然科学基金(Nos. 21476028,21402011)资助项目.

A Facile Synthesis of 2-(Benzofuran-2-yl)-6-chloroquinoline-3-carboxylic Acid Derivatives

Gao Wentao, Fu Xinbo, Li Yang, Wang Dongfang, Zhao Yanan   

  1. Institute of Superfine Chemicals, Bohai University, Jinzhou, 121000
  • Received:2016-04-28 Revised:2016-07-12 Published:2016-08-10
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21476028, 21402011).

A facile synthesis of 2-(benzo(naphtho)furan-2-yl)-6-chloroquinoline-3-carboxylic acid derivatives (3a~p) has been described, involving ultrasound-assisted three-step one-pot reaction of ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate (1) with corresponding salicylaldehydes (2a~2i), 1-(2-hydroxyphenyl)ethanones (2j~2o) or 2-hydroxy-1-naphthaldehyde (2p) in the presence of K2CO3 as acid-binding agent and PEG-400 as phase transfer catalyst in refluxing MeCN. The synthesized compounds were new, and their structures had been determined by IR, 1H NMR, 13C NMR and HRMS.

Key words: ethyl 6-chloro-2-(chloromethyl)quinoline-3-carboxylate, benzo(naphtho)furan, PEG-400, ultrasound-assisted, three-step one-pot