Facile Synthesis of β,β-Difluorostyrenes via the Negishi Coupling of Thermally Stable 2,2-Difluorovinyl Zinc–TMEDA Complex

• Takeshi Fujita

  Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

• Tomohiro Ichitsuka

  Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

• Kohei Fuchibe

  Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

• Junji Ichikawa

  Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

Abstract

2,2-Difluorovinylzinc chloride–TMEDA complex, readily prepared from 1,1-difluoroethylene, undergoes the palladium-catalyzed coupling reaction with aryl halides to afford β,β-difluorostyrenes in high yield. This reaction not only proceeds smoothly with sterically hindered triflates and halides including chlorides, but also exhibits excellent chemoselectivities for multi-halogenated substrates. The intermediary TMEDA complex was found to be thermally stable and storable.

Journal

• Chemistry Letters

  Chemistry Letters 40 (9), 986-988, 2011-09

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360565169065017216
• NII Article ID: 10029522357
• NII Book ID: AA00603318
• DOI: 10.1246/cl.2011.986
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/40/9/986/55606280/cl.2011.986.pdf
• Data Source:
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