Palladium-catalyzed arylation of electron-rich heterocycles with aryl chlorides.
作者： Hendrich A. Chiong , Olafs Daugulis
DOI: 10.1021/OL0702324
关键词:
摘要: Palladium-catalyzed C−H activation: cheap aryl chlorides can now be used for the arylation of a wide variety electron-rich heterocycles. The key to success this reaction is use bulky, phosphine ligand. No copper additives are needed.
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sci-hub.se 参考文章(24)
H. Zollinger, Hydrogen Isotope Effects in Aromatic Substitution Reactions Advances in Physical Organic Chemistry Volume 2. ,vol. 2, pp. 163- 200 ,(1964) , 10.1016/S0065-3160(08)60290-7
Igor Čerňa, Radek Pohl, Blanka Klepetářová, Michal Hocek, Direct C-H arylation of purines: development of methodology and its use in regioselective synthesis of 2,6,8-trisubstituted purines. Organic Letters. ,vol. 8, pp. 5389- 5392 ,(2006) , 10.1021/OL062324J
Masahiro Miura, Masakatsu Nomura, Direct Arylation via Cleavage of Activated and Unactivated C-H Bonds Topics in Current Chemistry. ,vol. 219, pp. 211- 241 ,(2002) , 10.1007/3-540-45313-X_6
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
Alfred L. Bowie, Chambers C. Hughes, Dirk Trauner, Concise synthesis of (+/-)-rhazinilam through direct coupling. Organic Letters. ,vol. 7, pp. 5207- 5209 ,(2005) , 10.1021/OL052033V
Fabio Bellina, Silvia Cauteruccio, Renzo Rossi, Palladium‐ and Copper‐Mediated Direct C‐2 Arylation of Azoles — Including Free (NH)‐Imidazole, ‐Benzimidazole and ‐Indole — Under Base‐Free and Ligandless Conditions European Journal of Organic Chemistry. ,vol. 2006, pp. 1379- 1382 ,(2006) , 10.1002/EJOC.200500957
Toru Okazawa, Tetsuya Satoh, Masahiro Miura, Masakatsu Nomura, Palladium-Catalyzed Multiple Arylation of Thiophenes Journal of the American Chemical Society. ,vol. 124, pp. 5286- 5287 ,(2002) , 10.1021/JA0259279
Pat Forgione, Marie-Christine Brochu, Miguel St-Onge, Kris H. Thesen, Murray D. Bailey, François Bilodeau, Unexpected intermolecular pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners. Journal of the American Chemical Society. ,vol. 128, pp. 11350- 11351 ,(2006) , 10.1021/JA063511F
Jared C. Lewis, Sean H. Wiedemann, Robert G. Bergman, Jonathan A. Ellman, Arylation of Heterocycles via Rhodium-Catalyzed C−H Bond Functionalization Organic Letters. ,vol. 6, pp. 35- 38 ,(2004) , 10.1021/OL035985E
Aya Yokooji, Toru Okazawa, Tetsuya Satoh, Masahiro Miura, Masakatsu Nomura, Palladium-catalyzed direct arylation of thiazoles with aryl bromides Tetrahedron. ,vol. 59, pp. 5685- 5689 ,(2003) , 10.1016/S0040-4020(03)00879-2