Palladium-catalyzed cross-coupling reaction of resin-bound chlorotriazines
作者： Jacqueline T Bork , Jae Wook Lee , Young-Tae Chang
DOI: 10.1016/S0040-4039(03)01451-5
关键词: Catalysis 、 Coupling reaction 、 Combinatorial chemistry 、 Triazine 、 Palladium 、 Chemistry 、 Organic chemistry 、 Biochemistry 、 Drug discovery
摘要: Abstract To introduce the biaryl structure as a triazine functionality, we have developed new synthetic route via Suzuki cross-coupling reaction of resin-bound chlorotriazines. The was achieved using various arylboronic acids, Pd(PPh 3 ) 4 , Cs 2 CO and dioxane. With integration this chemistry our previous orthogonal methodology, library is greatly expanded to scaffold.
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sci-hub.se 参考文章(37)
Zecchin de Fasano, Graciela Cristina, Composición y voz narrativa en el canto 1 de Odisea Synthesis. ,vol. 1, pp. 33- 42 ,(1994)
Jennifer M. Schomaker, Thomas J. Delia, Arylation of halogenated pyrimidines via a Suzuki coupling reaction. Journal of Organic Chemistry. ,vol. 66, pp. 7125- 7128 ,(2001) , 10.1021/JO010573+
J-J. Yin, M. P. Rainka, X.-X. Zhang, S. L. Buchwald, A Highly Active Suzuki Catalyst for the Synthesis of Sterically Hindered Biaryls: Novel Ligand Coordination Journal of the American Chemical Society. ,vol. 124, pp. 1162- 1163 ,(2002) , 10.1021/JA017082R
Adam F. Littke, Chaoyang Dai, Gregory C. Fu, Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild Conditions Journal of the American Chemical Society. ,vol. 122, pp. 4020- 4028 ,(2000) , 10.1021/JA0002058
Adam F. Littke, Gregory C. Fu, Palladium-Catalyzed Coupling Reactions of Aryl Chlorides Angewandte Chemie International Edition. ,vol. 41, pp. 4176- 4211 ,(2002) , 10.1002/1521-3773(20021115)41:22<4176::AID-ANIE4176>3.0.CO;2-U
Anthony J. Cocuzza, Dennis R. Chidester, Steven Culp, Lawrence Fitzgerald, Paul Gilligan, Use of the Suzuki reaction for the synthesis of aryl-substituted heterocycles as corticotropin-releasing hormone (CRH) antagonists. Bioorganic & Medicinal Chemistry Letters. ,vol. 9, pp. 1063- 1066 ,(1999) , 10.1016/S0960-894X(99)00133-X
Norio. Miyaura, Akira. Suzuki, Palladium-catalyzed cross-coupling reactions of organoboron compounds Chemical Reviews. ,vol. 95, pp. 2457- 2483 ,(1995) , 10.1021/CR00039A007
Dong Hoon Lee, Ja Hyun Im, Jae-Han Lee, Jong-In Hong, A new fluorescent fluoride chemosensor based on conformational restriction of a biaryl fluorophore Tetrahedron Letters. ,vol. 43, pp. 9637- 9640 ,(2002) , 10.1016/S0040-4039(02)02443-7
Anthony J. Arduengo, H. V. Rasika Dias, Richard L. Harlow, Michael Kline, Electronic stabilization of nucleophilic carbenes Journal of the American Chemical Society. ,vol. 114, pp. 5530- 5534 ,(1992) , 10.1021/JA00040A007
Matthias Messner, Sergei I. Kozhushkov, Armin de Meijere, Nickel- and Palladium-Catalyzed Cross-Coupling Reactions at the Bridgehead of Bicyclo[1.1.1]pentane Derivatives - A Convenient Access to Liquid Crystalline Compounds Containing Bicyclo[1.1.1]pentane Moieties European Journal of Organic Chemistry. ,vol. 2000, pp. 1137- 1155 ,(2000) , 10.1002/1099-0690(200004)2000:7<1137::AID-EJOC1137>3.0.CO;2-2