Palladium‐Catalyzed Coupling of N‐Aminoazoles with 3‐Halo‐Substituted Quinolin‐2(1H)‐ones, Coumarins, Quinoxalin‐2(1H)‐ones, and Chromenes
作者： Thi Thanh Huyen Luong , Etienne Brachet , Jean-Daniel Brion , Samir Messaoudi , Mouâd Alami
关键词:
摘要: An efficient and general palladium-catalyzed coupling of 3-bromoquinolin-2(1H)-ones, 3-bromocoumarins, 3-chloroquinoxalin-2(1H)-ones, 3-iodo-2H-chromenes with a variety 1-aminoazoles is described. The reaction proceeds cleanly in the presence Pd(OAc)2/4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) catalytic system to provide products good excellent yields.
sci-hub.se 参考文章(62)
R. D. Thornes, R. O'Kennedy, Coumarins : biology, applications, and mode of action John Wiley & Sons. ,(1997)
Erdem Buyukbingol, A. Selen Gurkan, Arzu Karabay, Zeliha Buyukbingol, Adeboye Adejare, Syntheses of novel indole lipoic acid derivatives and their antioxidant effects on lipid peroxidation. Archiv Der Pharmazie. ,vol. 338, pp. 67- 73 ,(2005) , 10.1002/ARDP.200400932
Takashi Itoh, Michiko Miyazaki, Hiromi Maeta, Yûji Matsuya, Kazuhiro Nagata, Akio Ohsawa, Radical scavenging by N-aminoazaaromatics. Bioorganic & Medicinal Chemistry. ,vol. 8, pp. 1983- 1989 ,(2000) , 10.1016/S0968-0896(00)00118-8
Samir Messaoudi, Fabrice Anizon, Bruno Pfeiffer, Michelle Prudhomme, Synthesis of bridged aza-rebeccamycin analogues Tetrahedron. ,vol. 61, pp. 7304- 7316 ,(2005) , 10.1016/J.TET.2005.04.043
Samir Messaoudi, Davide Audisio, Jean-Daniel Brion, Mouâd Alami, Rapid access to 3-(N-substituted)-aminoquinolin-2(1H)-ones using palladium-catalyzed C–N bond coupling reaction Tetrahedron. ,vol. 63, pp. 10202- 10210 ,(2007) , 10.1016/J.TET.2007.07.085
M. Alami, S. Messaoudi, J. Peyrat, J. Brion, Recent Advances in Hsp90 Inhibitors as Antitumor Agents Anti-cancer Agents in Medicinal Chemistry. ,vol. 8, pp. 761- 782 ,(2008) , 10.2174/187152008785914824
Samir Messaoudi, Fabrice Anizon, Bruno Pfeiffer, Roy Golsteyn, Michelle Prudhomme, Synthesis of a staurosporine analogue possessing a 7-azaindole unit instead of an indole moiety Tetrahedron Letters. ,vol. 45, pp. 4643- 4647 ,(2004) , 10.1016/J.TETLET.2004.04.102
Mohamed Ali Soussi, Davide Audisio, Samir Messaoudi, Olivier Provot, Jean-Daniel Brion, Mouâd Alami, Palladium-Catalyzed Coupling of 3-Halo-Substituted Coumarins, Chromenes, and Quinolones with Various Nitrogen-Containing Nucleophiles European Journal of Organic Chemistry. ,vol. 2011, pp. 5077- 5088 ,(2011) , 10.1002/EJOC.201100480
Kim Andersen, Jens Perregaard, Joern Arn, Joern Bay Nielsen, Mikael Begtrup, Selective, centrally acting serotonin 5-HT2 antagonists. 2. Substituted 3-(4-fluorophenyl)-1H-indoles. Journal of Medicinal Chemistry. ,vol. 35, pp. 4823- 4831 ,(1992) , 10.1021/JM00104A007
Davide Audisio, Samir Messaoudi, Jean-François Peyrat, Jean-Daniel Brion, Mouâd Alami, A General Copper Powder-Catalyzed Ullmann-Type Reaction of 3-Halo-4(1H)-quinolones With Various Nitrogen-Containing Nucleophiles Journal of Organic Chemistry. ,vol. 76, pp. 4995- 5005 ,(2011) , 10.1021/JO200680J