Abstract
Palladium-catalyzed cross-coupling reaction of organoboranes with organic halides, triflates, etc. In the presence of a base (transmetallation is reluctant to occur without the activating effect of a base). For the catalytic cycle, see Kumada coupling.
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References
(a) Miyaura, N.; Yamada, K.; Suzuki, A. Tetrahedron Lett. 1979, 36, 3437–3440. (b) Miyaura, N.; Suzuki, A. Chem. Commun. 1979, 866–867. Akira Suzuki won Nobel Prize in 2010 along with Richard F. Heck and Ei-ichi Negishi “for palladiumcatalyzed cross couplings in organic synthesis”.
Tidwell, J. H.; Peat, A. J.; Buchwald, S. L. J. Org. Chem. 1994, 59, 7164–7168.
Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457–2483. (Review).
(a) Kawasaki, I.; Katsuma, H.; Nakayama, Y.; Yamashita, M.; Ohta, S. Heterocycles 1998, 48, 1887–1901. (b) Kawaski, I.; Yamashita, M.; Ohta, S. Chem. Pharm. Bull. 1996, 44, 1831–1839.
Suzuki, A. In Metal-catalyzed Cross-coupling Reactions; Diederich, F.; Stang, P. J., Eds.; Wiley–VCH: Weinhein, Germany, 1998, 49–97. (Review).
Stanforth, S. P. Tetrahedron 1998, 54, 263–303. (Review).
Zapf, A. Coupling of Aryl and Alkyl Halides with Organoboron Reagents (Suzuki Reaction). In Transition Metals for Organic Synthesis (2nd edn.); Beller, M.; Bolm, C. eds., 2004, 1, 211–229. Wiley–VCH: Weinheim, Germany. (Review).
Molander, G. A.; Dehmel, F. J. Am. Chem. Soc. 2004, 126, 10313–10318.
Coleman, R. S.; Lu, X.; Modolo, I. J. Am. Chem. Soc. 2007, 129, 3826–3827.
Wolfe, J. P.; Nakhla, J. S. Suzuki Coupling. In Name Reactions for Homologations- Part I; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2009, pp 163–184. (Review).
Weimar, M.; Fuchter, M. J. Org. Biomol. Chem. 2013, 11, 31–34.
Ramgren, S.; Hie, L.; Ye, Y.; Garg, N. K. Org. Lett. 2013, 15, 3950–3953.
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Li, J.J. (2014). Suzuki–Miyaura coupling. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-319-03979-4_269
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DOI: https://doi.org/10.1007/978-3-319-03979-4_269
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