Synthesis of oxindoles through trifluoromethylation of N-aryl acrylamides by photoredox catalysis

Organic & Biomolecular Chemistry
Maojian LuShunyou Cai

Abstract

Mild and direct intramolecular oxidative aryltrifluoromethylations of activated alkenes have been established through visible light photocatalysis, affording a range of CF3-containing oxindoles or isoquinolinediones in the presence of an organic fluorophore-type photocatalyst 4CzIPN, oxygen and visible light irradiation under strong oxidant and transition metal free conditions. A variety of frequently encountered functional groups are well tolerated in this transformation.

References

Jul 19, 2006·Angewandte Chemie·Manfred Schlosser
Sep 29, 2007·Science·Klaus MüllerFrançois Diederich
Sep 30, 2010·Angewandte Chemie·Matthias NeumannKirsten Zeitler
Apr 5, 2011·Chemical Reviews·Olesya A Tomashenko, Vladimir V Grushin
Jun 22, 2011·Chemical Society Reviews·Massimo CamettiGiuseppe Resnati
Jul 13, 2011·Organic Letters·Durga Prasad Hari, Burkhard König
Aug 17, 2011·Proceedings of the National Academy of Sciences of the United States of America·Yining JiPhil S Baran
Dec 24, 2011·Journal of the American Chemical Society·Xin MuGuosheng Liu
Feb 3, 2012·Journal of the American Chemical Society·Yoshihiro MiyakeYoshiaki Nishibayashi
Jul 19, 2012·Journal of the American Chemical Society·Rong Zhu, Stephen L Buchwald
Aug 15, 2012·Angewandte Chemie·Armido Studer
Sep 12, 2012·Angewandte Chemie·Zhan Lu, Tehshik P Yoon
Dec 14, 2012·Nature·Hiroki UoyamaChihaya Adachi
Jan 24, 2013·Angewandte Chemie·Xinyue WuFeng-Ling Qing
Mar 21, 2013·Chemical Reviews·Christopher K PrierDavid W C MacMillan
May 11, 2013·Chemical Communications : Chem Comm·Yu-Dong YangNorio Shibata
Oct 29, 2013·Journal of the American Chemical Society·Qing-Yuan MengLi-Zhu Wu
Nov 1, 2013·Angewandte Chemie·Wangqing KongCristina Nevado
Nov 21, 2013·The Journal of Organic Chemistry·Marc PressetGary A Molander
Dec 7, 2013·Chemical Communications : Chem Comm·Fang YangBruce H Lipshutz
Dec 26, 2013·Journal of the American Chemical Society·John D NguyenCorey R J Stephenson
Mar 1, 2014·Science·Danielle M Schultz, Tehshik P Yoon
Apr 5, 2014·Chemical Communications : Chem Comm·Durga Prasad Hari, Burkhard König
Sep 23, 2014·Angewandte Chemie·Elena ArceoPaolo Melchiorre
Oct 4, 2014·Chemical Communications : Chem Comm·Qingquan LuAiwen Lei
Jun 30, 2015·Organic Letters·Zuxiao ZhangWilliam R Dolbier

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Citations

May 23, 2019·Organic & Biomolecular Chemistry·Mustafa Uygur, Olga García Mancheño
Jun 2, 2020·Chemical & Pharmaceutical Bulletin·Hiromichi Egami
Dec 20, 2018·Organic & Biomolecular Chemistry·Tianlong YangShunyou Cai
May 19, 2021·Chemical Society Reviews·Megan Amy Bryden, Eli Zysman-Colman
Jan 16, 2019·The Journal of Organic Chemistry·Yuanyong YangLei Tang

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