Literature DB >> 24108594

Visible-light-induced trifluoromethylation of N-aryl acrylamides: a convenient and effective method to synthesize CF(3)-containing oxindoles bearing a quaternary carbon center.

Pan Xu1, Jin Xie, Qicai Xue, Changduo Pan, Yixiang Cheng, Chengjian Zhu.   

Abstract

Trifluoromethylation/arylation: N-aryl acrylamides undergo visible-light-induced tandem trifluoromethylation/arylation in the presence of a ruthenium photocatalyst with Togni's reagent as the CF3 source. This reaction serves as a powerful and ecofriendly synthetic method for the preparation of a variety of CF3 -containing oxindoles bearing a quaternary carbon center.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; photocatalysis; radical addition; synthetic methods; trifluoromethylation

Mesh:

Substances:

Year:  2013        PMID: 24108594     DOI: 10.1002/chem.201302407

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  Alkene 1,2-Difunctionalization by Radical Alkenyl Migration.

Authors:  Xinjun Tang; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-14       Impact factor: 15.336

2.  Mechanisms and applications of cyclometalated Pt(ii) complexes in photoredox catalytic trifluoromethylation.

Authors:  Won Joon Choi; Sungkyu Choi; Kei Ohkubo; Shunichi Fukuzumi; Eun Jin Cho; Youngmin You
Journal:  Chem Sci       Date:  2014-11-24       Impact factor: 9.825

3.  α-Perfluoroalkyl-β-alkynylation of alkenes via radical alkynyl migration.

Authors:  Xinjun Tang; Armido Studer
Journal:  Chem Sci       Date:  2017-08-04       Impact factor: 9.825

4.  Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides via a cascade radical addition and cyclization process.

Authors:  Hui Yu; Mingdong Jiao; Xiaowei Fang; Pengfei Xuan
Journal:  RSC Adv       Date:  2018-07-03       Impact factor: 3.361

5.  Direct C-H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis.

Authors:  Ren Tomita; Yusuke Yasu; Takashi Koike; Munetaka Akita
Journal:  Beilstein J Org Chem       Date:  2014-05-12       Impact factor: 2.883

6.  Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition-Polar Cyclization Cascade.

Authors:  Chao Shu; Riccardo S Mega; Björn J Andreassen; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-25       Impact factor: 15.336

  6 in total

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