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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 10: 3614 - 3622

DOI: https://doi.org/10.6023/cjoc202306025

Hiyama Cross-Coupling Reaction of Aryl Vinylsilanes and Aryl Halides

  • Wei-Yuan Ma ,
  • Huifang Dai ,
  • Shaolin Kang ,
  • Tianlin Zhang ,
  • Xing-Zhong Shu
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  • a State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000
    b School of Pharmacy, Fudan University, Shanghai 201203
† These authors contributed equally to this work
*E-mail:

Received date: 2023-06-28

  Revised date: 2023-07-23

  Online published: 2023-08-15

Supported by

National Natural Science Foundation of China(22071084); National Natural Science Foundation of China(22271127); Fundamental Research Funds for the Central Universities(lzujbky-2022-ey01)

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Abstract

The Hiyama coupling reaction has emerged as a wildly used method for the construction of C—C bonds, especially in the fields of aryl-aryl and aryl-alkenyl coupling reactions. In general, this protocol highly relies on reactive but unstable silicon reagents such as R—SiF3 and R—Si(OMe)3. The development of Hiyama coupling reaction involving stable organosilanes is in high demand. In this manuscript, a palladium-catalyzed cross-coupling reaction of aryl vinylsilanes and aryl halides is reported, leading to the formation of Ar—Ar bonds. The reaction has shown good functional group compatibility and offered convenient access to biaryl compounds.

Key words： Hiyama reaction; cross-coupling reaction; aryl vinylsilanes; arylation; biaryl compounds

Cite this article

Wei-Yuan Ma , Huifang Dai , Shaolin Kang , Tianlin Zhang , Xing-Zhong Shu . Hiyama Cross-Coupling Reaction of Aryl Vinylsilanes and Aryl Halides[J]. Chinese Journal of Organic Chemistry, 2023 , 43(10) : 3614 -3622 . DOI: 10.6023/cjoc202306025

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