15.17: sing Coupling Reactions to Alkylate Benzene
- Page ID
- 16386
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There are many other examples of coupling reactions in organic synthesis. The Suzuki reaction is somewhat similar to the Negishi reaction.
Figure 1. The Suzuki reaction.
Reviews
- Suzuki, A. J. Organometallic Chem. 1999, 576, 147–168.
- Suzuki, A. In Metal-catalyzed Cross-coupling Reactions, Diederich, F., and Stang, P. J., Eds.; Wiley-VCH: New York, 1998, pp. 49-97.
- Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
- Miyaura, N.; Suzuki, A. J. Chem. Soc., Chem. Commun. 1979, 866–867.
- B-Alkyl Suzuki reaction:
- Chemler, S. R.; Trauner, D.; Danishefsky, S. J. Angew. Chem., Int. Ed. Engl. 2001, 40, 4544–4568.
- Solid phase:
Analysis of Elementary Steps in the Reaction Mechanism Oxidative Addition
Transmetallation
- Matos, K.; Soderquist, J. A. J. Org. Chem. 1998, 63, 461–470.
- Carrow, B.P.; Hartwig, J. F. J. Am. Chem. Soc. 2011, 133, 2116–2119.
Reductive Elimination
- Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457-2483.
Conditions
- Miyaura, N.; Yamada, K.; Suzuki, A. Tetrahedron Lett. 1979, 20, 3437–3440.
- Miyaura, N.; Suzuki, A. J. Chem. Soc., Chem. Commun. 1979, 866–867.
- Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513–519.
- Miyaura, N.; Yano, T.; Suzuki, A. Tetrahedron Lett. 1980, 21, 2865–2868.
Catalysts and Ligands
- Goodson, F. E.; Wallow, T. I.; Novak, B. M. Org. Synth. 1997, 75, 61–68.
- Zhang, C.; Huang, J.; Trudell, M. L.; Nolan, S. P. J. Org. Chem. 1999, 64, 3804-3805.