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Electrochemical Synthesis of Spiro[4.5]trienones through Radical‐Initiated Dearomative Spirocyclization
Author(s) -
Hua Jiawei,
Fang Zheng,
Bian Mixue,
Ma Tao,
Yang Man,
Xu Jia,
Liu ChengKou,
He Wei,
Zhu Ning,
Yang Zhao,
Guo Kai
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.202000098
Subject(s) - electrosynthesis , electrochemistry , combinatorial chemistry , chemistry , reaction conditions , functional group , organic chemistry , catalysis , electrode , polymer
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.