Electrochemical Synthesis of Spirotrienones through Radical‐Initiated Dearomative Spirocyclization

A novel and green route has been developed for the electrochemical synthesis of spiro[4.5]trienones through radical‐initiated dearomative spirocyclization of alkynes with diselenides. This metal‐free and oxidant‐free electrosynthesis reaction was performed in an undivided cell under mild conditions....

Full description

Saved in:
Bibliographic Details
Published inChemSusChem Vol. 13; no. 8; pp. 2053 - 2059
Main Authors Hua, Jiawei, Zheng, Fang, Bian, Mixue, Ma, Tao, Yang, Man, Xu, Jia, Liu, ChengKou, He, Wei, Zhu, Ning, Zhao, Yang, Guo, Kai
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 01.04.2020
Subjects
Alkynes
Chemical reactions
Chemical synthesis
Functional groups
Oxidizing agents
Selenides
Online AccessGet full text

Cover

More Information
Summary:A novel and green route has been developed for the electrochemical synthesis of spiro[4.5]trienones through radical‐initiated dearomative spirocyclization of alkynes with diselenides. This metal‐free and oxidant‐free electrosynthesis reaction was performed in an undivided cell under mild conditions. A variety of selenation spiro[4.5]trienones products were prepared in moderate‐to‐good yields, showing a broad scope and functional group tolerance. Moreover, the developed continuous‐flow system combined with electrosynthesis possesses the potential to achieve scaled‐up reactions, overcoming the low efficiency of conventional electrochemical scaled‐up reactions.
ISSN:1864-5631
1864-564X
DOI:10.1002/cssc.202000098