Chapter 2: Negishi Coupling Check Access
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Published:15 Jul 2016
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Special Collection: 2016 ebook collectionSeries: Drug Discovery Series
C. Limberakis, in Synthetic Methods in Drug Discovery: Volume 1, ed. D. C. Blakemore, P. M. Doyle, Y. M. Fobian, D. Blakemore, Y. Fobian, and P. Doyle, The Royal Society of Chemistry, 2016, vol. 1, ch. 2, pp. 70-103.
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Over the past 40 years, the Negishi reaction has emerged as a powerful Pd/Ni-catalyzed cross coupling method for the formation of carbon–carbon bonds between an organozinc reagent and organohalide. It has been applied to the construction of a wide array of sp3–sp3, sp3–sp2, and sp2–sp2 carbon bonds. In addition, the scope of this reaction has greatly expanded with the discovery of new organozincate forming methods, innovative catalysts, and novel ligands. Because of these advances, this reaction has emerged as an invaluable tool in organic synthesis. More specifically, the impact in the pharmaceutical industry has been significant, because a plethora of biologically active compounds have been synthesized from milligram to kilo scale utilizing this reaction.