4.8 Article

Electrochemical Synthesis of Spiro[4.5]trienones through Radical-Initiated Dearomative Spirocyclization

期刊

CHEMSUSCHEM
卷 13, 期 8, 页码 2053-2059

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202000098

关键词

dearomative spirocyclization; electrochemical synthesis; metal-free; oxidant-free; spiro[4; 5]trienones

资金

  1. the National Science Foundation of China [21776130 & 21878145] Funding Source: Medline
  2. the Jiangsu Synergetic Innovation Center for Advanced Bio-Manufacture [X1821 and X1802] Funding Source: Medline
  3. National Key Research and Development Program of China [2016YFB0301501] Funding Source: Medline

向作者/读者索取更多资源

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.

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