Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases

作者: Debabrata Maiti , Brett P. Fors , Jaclyn L. Henderson , Yoshinori Nakamura , Stephen L. Buchwald

DOI: 10.1039/C0SC00330A

关键词: CouplingOrganic chemistryPrimary (chemistry)MoleculeHalidePalladiumGloveboxCatalysisChemistryAryl

摘要: We report our studies on the use of two catalyst systems, based on the ligands BrettPhos and RuPhos, which provide the widest scope for Pd-catalyzed C–N cross-coupling reactions to …

参考文章(82)
Andreas Ehrentraut, Alexander Zapf, Matthias Beller, A new improved catalyst for the palladium-catalyzed amination of aryl chlorides Journal of Molecular Catalysis A-chemical. ,vol. 182, pp. 515- 523 ,(2002) , 10.1016/S1381-1169(01)00503-9
Zhiwei Wang, Carmelo J. Rizzo, Synthesis of the C8-Deoxyguanosine Adduct of the Food Mutagen IQ Organic Letters. ,vol. 3, pp. 565- 568 ,(2001) , 10.1021/OL006968H
Amit Arora, Eric M. Scholar, Role of Tyrosine Kinase Inhibitors in Cancer Therapy Journal of Pharmacology and Experimental Therapeutics. ,vol. 315, pp. 971- 979 ,(2005) , 10.1124/JPET.105.084145
Wing S. Cheung, Raul R. Calvo, Brett A. Tounge, Sui-Po Zhang, Dennis R. Stone, Michael R. Brandt, Tasha Hutchinson, Christopher M. Flores, Mark R. Player, Discovery of piperidine carboxamide TRPV1 antagonists Bioorganic & Medicinal Chemistry Letters. ,vol. 18, pp. 4569- 4572 ,(2008) , 10.1016/J.BMCL.2008.07.035
Dawei Ma, Yongda Zhang, Jiangchao Yao, Shihui Wu, Fenggang Tao, Accelerating effect induced by the structure of αamino acid in the copper-catalyzed coupling reaction of aryl halides with α-amino acids. Synthesis of benzolactam-V8 Journal of the American Chemical Society. ,vol. 120, pp. 12459- 12467 ,(1998) , 10.1021/JA981662F
Katsu Ogawa, Karla R. Radke, Scott D. Rothstein, Seth C. Rasmussen, Synthesis of secondary and tertiary aminothiophenes via palladium-catalyzed amination. Journal of Organic Chemistry. ,vol. 66, pp. 9067- 9070 ,(2001) , 10.1021/JO016195Q
Alfonso Quintás-Cardama, Hagop Kantarjian, Jorge Cortes, Flying under the radar: the new wave of BCR–ABL inhibitors Nature Reviews Drug Discovery. ,vol. 6, pp. 834- 848 ,(2007) , 10.1038/NRD2324
Dawei Ma, Qian Cai, Copper/amino acid catalyzed cross-couplings of aryl and vinyl halides with nucleophiles. Accounts of Chemical Research. ,vol. 41, pp. 1450- 1460 ,(2008) , 10.1021/AR8000298