Synthesis of Functionalized 4-Aryl-2,3 Bis (Trifluoromethanesulfonyloxy) Benzophenones, Based on Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4-Tris (Trifluoromethanesulfonyloxy) Benzophenone.
Keywords:
benzophenones, Cross-coupling, Palladium, RegioselectivityAbstract
Suzuki–Miyaura reactions of the tris(triflate) of 2,3,4-benzophenonewith one 1 equivalent of arylboronic acids afforded 4-aryal-2,3- bis(trifluoromethanesulfonyloxy)benzophenones with very good site selectivity favor of position C4 which is satirically less hindered than position C2.
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References
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Cai, X.; Sakamoto, M.; Fujitsuka, M.; Majima, T. Chem. Eur. J. 2005, 11, 6471.
De-Souza, A. O.; Santos, R. R.; Melo, P. S.; Alderete, J. B.; Conti, R. De; Haun, M.; Sato, D. N.; Duran, N. Pharmazie2001, 56, 871.
Geissler, H.In Tranasition Metals for Organic Synthesis; Beller, M. Bolm, C., Eds.; Wiley-VCH: Weinheim, 1998.uran, N. Pharmazie2001, 56, 871.
Hassan, J.; Se´ vignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359–1469.
Kingston, J. V.; Verkade, J. G. J. Org. Chem. 2007, 72, 2816.
Li, J.; Zhang, Y.; Song, R.;Xie, Y.; Deng, C.; Liang, Y. Synthesis2007, 2957–2966.
Miyaura, N.; Suzuki, A. J. Chem. Soc., Chem. Commun.1979, 19, 866.
Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457–2483
Nakano, Y.; Imai, D. Synthesis1997, 1425–1428
Szuki, A.In Metal-catalyzed Cross-coupling Reactions; 1ed. Diederich, F., Stang, P.j., Eds.; Wiley-VCH: Weinheim, 1998.
Zhang, H.; Kwong, F. Y.; Tian, Y.; Chan, K. S. J. Org. Chem. 1998, 63, 6886–6890.
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2013-06-30
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Science Journal of University of Zakho
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How to Cite
Eleya, N. (2013). Synthesis of Functionalized 4-Aryl-2,3 Bis (Trifluoromethanesulfonyloxy) Benzophenones, Based on Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4-Tris (Trifluoromethanesulfonyloxy) Benzophenone. Science Journal of University of Zakho, 1(1), 300-307. https://sjuoz.uoz.edu.krd/index.php/sjuoz/article/view/94
