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One-step cross-coupling reaction of functionalized alkyl iodides with aryl halides by the use of an electrochemical method

✍ Scribed by Nobuhito Kurono; Kazuya Sugita; Shingo Takasugi; Masao Tokuda

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 656 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00281-1

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✦ Synopsis

Organozinc compounds of functionalized alkyl iodide carrying an alkoxycarbonyl, cyano or alkenyl group were prepared in high yields under mild conditions (0*C-r.t., 10min in DMF) by the reaction of iodides with an electrogenerated reactive zinc (EGZn). Cross-coupling of the organozinc compounds with various aryl halides in the presence of 5 mol% Pd(P(o-Tol)3)zCl z in THF gave the corresponding cross-coupled products in moderate to high yields. These cross-coupling reactions can be also achieved in one step and in one pot by the use of an electrochemical method utilizing a Pt cathode and Zn anode.

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