Modular synthesis of α-aryl β-perfluoroalkyl ketones via N-heterocyclic carbene catalysis

Chemical Communications : Chem Comm
Hai-Bin YangChuande Wu

Abstract

A new general de novo synthesis of pharmaceutically important α-aryl β-perfluoroalkyl ketones has been disclosed. Compared with trifluoromethylation-initiated radical 1,2-aryl migration of α,α-diaryl allylic alcohols, this protocol employs a new strategy of biomimetic carbene catalysis to assemble alkene, aldehyde and perfluoroalkyl reagents, providing access to products with excellent flexibility of the aryl unit and perfluoroalkyl group. This method also demonstrates excellent functional group compatibility, including some Grignard reagent sensitive groups.

References

Jun 12, 2003·Chemical Reviews·Stephen W Ragsdale
May 4, 2004·Chembiochem : a European Journal of Chemical Biology·Hans-Joachim BöhmMartin Stahl
May 4, 2004·Chembiochem : a European Journal of Chemical Biology·Grégori GerebtzoffAnna Seelig
Sep 29, 2007·Science·Klaus MüllerFrançois Diederich
May 22, 2008·Chemical Reviews·Ronald Kluger, Kai Tittmann
Oct 11, 2008·Angewandte Chemie·Joyram GuinArmido Studer
Feb 17, 2009·Chemistry : a European Journal·Edouard Godineau, Yannick Landais
Mar 9, 2011·Journal of the American Chemical Society·John D NguyenCorey R J Stephenson
Nov 29, 2011·Angewandte Chemie·André Grossmann, Dieter Enders
Mar 2, 2012·Chemical Society Reviews·Xavier Bugaut, Frank Glorius
Apr 11, 2012·Journal of the American Chemical Society·Carl-Johan WallentinCorey R J Stephenson
Jul 13, 2013·Chemical Communications : Chem Comm·Hiromichi EgamiMikiko Sodeoka
Jun 27, 2014·Nature·Matthew N HopkinsonFrank Glorius
Mar 31, 2015·Chemical Communications : Chem Comm·Pan XuChengjian Zhu
May 21, 2015·Chemical Reviews·Darrin M FlaniganTomislav Rovis
Jan 27, 2018·Chemical Society Reviews·Kathleen J R MurauskiKarl A Scheidt
Jul 24, 2018·Chemistry, an Asian Journal·Subrata Mukherjee, Akkattu T Biju
Feb 21, 2019·Journal of the American Chemical Society·Takuya IshiiHirohisa Ohmiya
Aug 27, 2019·Journal of the American Chemical Society·Takuya IshiiHirohisa Ohmiya

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Citations

Oct 10, 2020·Chemistry : a European Journal·Qing-Zhu LiJun-Long Li
Jan 13, 2021·Organic Letters·Hai-Bin Yang, Dan-Hong Wan
Mar 25, 2021·Journal of the American Chemical Society·Kun Liu, Armido Studer
Jun 8, 2021·Chemical Science·Takuya IshiiHirohisa Ohmiya
Jun 8, 2021·Angewandte Chemie·Anna V BayKarl A Scheidt

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