Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2855-2862.DOI: 10.6023/cjoc202004051 Previous Articles     Next Articles

Special Issue: 有机电合成虚拟专辑

电化学促进的N-烯丙基硫代酰胺的硒化/环化合成2-噻唑啉

潘超, 刘鹏, 武安国, 李明, 文丽荣, 郭维斯   

  1. 青岛科技大学化学与分子工程学院 生态化工国家重点实验室培育基地 山东青岛 266042
  • 收稿日期:2020-04-30 修回日期:2020-06-07 发布日期:2020-06-20
  • 通讯作者: 文丽荣, 郭维斯 E-mail:wenlirong@qust.edu.cn;wsguo@qust.edu.cn
  • 基金资助:
    国家自然科学基金(No.21572110)、山东省自然科学基金(No.ZR2019MB010)和国家级大学生创新创业训练计划(No.201910426037)资助项目.

Electrochemical-Promoted Synthesis of 2-Thiazolines via Selenylation/Cyclization of N-Allylthioamides

Pan Chao, Liu Peng, Wu An'guo, Li Ming, Wen Lirong, Guo Weisi   

  1. State Key Laboratory Base of Eco-chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, Shandong 266042
  • Received:2020-04-30 Revised:2020-06-07 Published:2020-06-20
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21572110), the Natural Science Foundation of Shandong Province (No. ZR2019MB010) and the National College Student's Innovation and Entrepreneurship Training Program (No. 201910426037).

An electrochemical selenylation/cyclization of N-allylthioamides has been developed for the synthesis of selenium-containing 2-thiazolines. This protocol provides an efficient approach to produce 2-thiazolines with broad substrate scope under mild reaction conditions. Preliminary mechanistic study indicates that selenium radical may be involved. The reaction is easy operated under catalyst- and oxidant-free conditions.

Key words: electrosynthesis, thiazolines, thioamides, selenation