University Chemistry ›› 2025, Vol. 40 ›› Issue (1): 303-308.doi: 10.12461/PKU.DXHX202404111

Special Issue:

• Chemistry Laboratory • Previous Articles     Next Articles

Electrochemical Reduction of Benzothiophene Derivatives

Shijie Bo, Weisi Guo, Shuwen Wang, Ran Song, Ming Li, Linbao Zhang   

  1. College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042, Shandong Province, China
  • Received:2024-04-18 Accepted:2024-06-03 Published:2025-01-06
  • Contact: Linbao Zhang E-mail:zhang_linbao@126.com

Abstract: Organic electrosynthesis is a green, mild, and efficient synthesis method, but it has not been effectively promoted in undergraduate organic experimental teaching. Dihydrobenzothiophene derivatives are widely found in biologically active compounds and have important application value in the pharmaceutical industry. Hydrogenation reduction of benzothiophene derivatives is the simplest and most direct method to obtain such compounds, but traditional reduction methods have many shortcomings. We developed an electrochemical-promoted reduction method of benzothiophene derivatives using electrons as the reducing agent and hexafluoroisopropanol as the hydrogen donor. On this basis, an organic chemistry experiment was designed to prepare 2,3-dihydrobenzo[b]thiophene 1,1-dioxide by electrochemical reduction of benzothiophene sulfone.

Key words: Organic electrosynthesis, Reduction reaction, Benzothiophene derivatives