Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust
Kodai Yamada, Tomoyuki Yanagi and Hideki Yorimitsu*
*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan, Email: yorikuchem.kyoto-u.ac.jp
K. Yamada, T. Yanagi, H. Yorimitsu, Org. Lett., 2020, 22, 9712-9718.
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Nickel catalyzes a highly chemoselective cleavage of sp2-hybridized carbon-sulfur bonds of readily available aryldimethylsulfonium triflates to produce salt-free arylzinc triflates under mild conditions. The generated arylzinc reagents show both high reactivity and chemoselectivity in palladium-catalyzed and copper-mediated cross-coupling reactions.
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iodination, desulfurization, zinc