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
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  • State Key Laboratory Base of Eco-chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao, Shandong 266042

Received date: 2020-04-30

  Revised date: 2020-06-07

  Online published: 2020-06-19

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).

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.

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 . DOI: 10.6023/cjoc202004051

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