Iron-promoted tandem reaction of anilines with styrene oxides via C-C cleavage for the synthesis of quinolines.

作者: Yicheng Zhang , Min Wang , Pinhua Li , Lei Wang

DOI: 10.1021/OL300391T

关键词:

摘要: A novel iron-promoted tandem reaction of anilines with styrene oxides via C–C cleavage and C–H activation has been developed. The utilizes an inexpensive FeCl3 as promoter is suitable for forming a variety 3-arylquinolines from the simple readily available starting materials.

参考文章(69)
Naoto Chatani, Yutaka Ie, Fumitoshi Kakiuchi, Shinji Murai, Ru3(CO)12-Catalyzed Decarbonylative Cleavage of a C−C Bond of Alkyl Phenyl Ketones Journal of the American Chemical Society. ,vol. 121, pp. 8645- 8646 ,(1999) , 10.1021/JA992048M
Chul-Ho Jun, Dae-Yon Lee, Yeon-Hee Kim, Hyuk Lee, Catalytic Carbon−Carbon Bond Activation of sec-Alcohols by a Rhodium(I) Complex Organometallics. ,vol. 20, pp. 2928- 2931 ,(2001) , 10.1021/OM010087C
Domingo García-Cuadrado, Ataualpa A. C. Braga, Feliu Maseras, Antonio M. Echavarren, Proton abstraction mechanism for the palladium-catalyzed intramolecular arylation. Journal of the American Chemical Society. ,vol. 128, pp. 1066- 1067 ,(2006) , 10.1021/JA056165V
Boris Rybtchinski, David Milstein, Metal Insertion into C−C Bonds in Solution Angewandte Chemie International Edition. ,vol. 38, pp. 870- 883 ,(1999) , 10.1002/(SICI)1521-3773(19990401)38:7<870::AID-ANIE870>3.0.CO;2-3
Min Wang, Kai Ren, Lei Wang, Iron-Catalyzed Ligand-Free Carbon-Selenium (or Tellurium) Coupling of Arylboronic Acids with Diselenides and Ditellurides Advanced Synthesis & Catalysis. ,vol. 351, pp. 1586- 1594 ,(2009) , 10.1002/ADSC.200900095
Bo Wang, Shihua Wang, Pinhua Li, Lei Wang, Iron-catalyzed regio- and stereoselective addition of acid chlorides to alkynes Chemical Communications. ,vol. 46, pp. 5891- 5893 ,(2010) , 10.1039/C0CC01182G
Makoto Onaka, Motomitsu Kawai, Yusuke Izumi, ZEOLITE-CATALYZED RING-OPENING OF EPOXIDES WITH AMINES Chemistry Letters. ,vol. 14, pp. 779- 782 ,(1985) , 10.1246/CL.1985.779
Tamotsu Takahashi, Zhiyi Song, Yi-Fang Hsieh, Kiyohiko Nakajima, Ken-ichiro Kanno, Once cleaved C-C bond was reformed: reversible C-C bond cleavage of dihydroindenyltitanium complexes. Journal of the American Chemical Society. ,vol. 130, pp. 15236- 15237 ,(2008) , 10.1021/JA805352Z
Suzanne C. Bart, Paul J. Chirik, Selective, catalytic carbon-carbon bond activation and functionalization promoted by late transition metal catalysts. Journal of the American Chemical Society. ,vol. 125, pp. 886- 887 ,(2003) , 10.1021/JA028912J