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

doi:10.6023/cjoc202004051

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

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

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).

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Abstract

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

Cite this article

Pan Chao, Liu Peng, Wu An'guo, Li Ming, Wen Lirong, Guo Weisi. Electrochemical-Promoted Synthesis of 2-Thiazolines via Selenylation/Cyclization of N-Allylthioamides[J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2855-2862.

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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

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

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