Palladium-catalyzed amination of 2,3,3-trifluoroallyl esters: synthesis of trifluoromethylenamines via an intramolecular fluorine shift and CF3 group construction

Chemical Communications : Chem Comm
Kazuki IsaMotoi Kawatsura

Abstract

The palladium-catalyzed reaction of 2,3,3-trifluoroallyl esters with several types of amines afforded trifluoromethylenamines, which were formed by the addition of a nitrogen nucleophile at the C-2 position and the intramolecular construction of the trifluoromethyl group via the fluorine atom shift from the C-2 to the C-3 position.

References

Jul 13, 2000·Accounts of Chemical Research·G Helmchen, A Pfaltz
Feb 1, 1996·Chemical Reviews·Barry M. Trost, David L. Van Vranken
Feb 19, 2002·Chemical Reviews·Mogens Johannsen, Karl Anker Jørgensen
Aug 14, 2003·Chemical Reviews·Barry M Trost, Matthew L Crawley
Sep 17, 2003·Accounts of Chemical Research·Li-Xin DaiXue-Long Hou
Sep 18, 2004·The Journal of Organic Chemistry·Barry M Trost
Oct 31, 2007·Angewandte Chemie·Zhan Lu, Shengming Ma
Jan 15, 2009·Angewandte Chemie·Amaruka HazariJohn M Brown
Jan 17, 2009·Angewandte Chemie·Gregor Meier, Thomas Braun
Apr 1, 2009·Chemical Reviews·Hideki Amii, Kenji Uneyama
Nov 6, 2009·Accounts of Chemical Research·Montserrat Diéguez, Oscar Pàmies
Feb 13, 2010·Journal of the American Chemical Society·Shuifa QiuGuosheng Liu
Mar 17, 2010·Angewandte Chemie·Moritz F Kühnel, Dieter Lentz
Nov 23, 2010·Journal of the American Chemical Society·Matthew H Katcher, Abigail G Doyle
Feb 17, 2011·Journal of the American Chemical Society·Masato OhashiSensuke Ogoshi
Mar 4, 2011·Angewandte Chemie·Charlotte HollingworthVéronique Gouverneur
May 19, 2012·Organic Letters·George BlessleyVéronique Gouverneur
Jul 11, 2012·Chemistry : a European Journal·Moritz F KuehnelDieter Lentz
Dec 12, 2012·Organic & Biomolecular Chemistry·Lei WuZhuo Tang

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Citations

Mar 10, 2016·Organic Letters·Tomoki IshikawaMotoi Kawatsura
Aug 5, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Tao LuoJinbo Hu
Mar 16, 2017·Organic & Biomolecular Chemistry·Shin-Ichi IsobeMotoi Kawatsura
Dec 24, 2016·Organic & Biomolecular Chemistry·Hongju YoonYunmi Lee

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