Dialkyl Ether Formation by Nickel‐Catalyzed Cross‐Coupling of Acetals and Aryl Iodides |
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| Authors: | Kevin M Arendt Prof Abigail G Doyle |
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| Affiliation: | Department of Chemistry, Princeton University, 120 Washington Road, Princeton, NJ 08544 (USA) |
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| Abstract: | A new substrate class for nickel‐catalyzed C(sp3) cross‐coupling reactions is reported. α‐Oxy radicals generated from benzylic acetals, TMSCl, and a mild reductant can participate in chemoselective cross‐coupling with aryl iodides using a 2,6‐bis(N‐pyrazolyl)pyridine (bpp)/Ni catalyst. The mild, base‐free conditions are tolerant of a variety of functional groups on both partners, thus representing an attractive C? C bond‐forming approach to dialkyl ether synthesis. Characterization of a (bpp)NiCl] complex relevant to the proposed catalytic cycle is also described. |
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| Keywords: | cross‐coupling ethers nickel radicals synthetic methods |
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