Literature DB >> 24597963

Visible-light-promoted radical C-H trifluoromethylation of free anilines.

Jin Xie1, Xiangai Yuan, Ablimit Abdukader, Chengjian Zhu, Jing Ma.   

Abstract

The trifluoromethyl-substituted anilines are biologically active compounds and useful building blocks. In this communication, we have developed the first visible-light-induced radical trifluoromethylation of free anilines with the commercially available and easily handled Togni reagent at room temperature. The resulting products were successfully transformed into a variety of valuable fluorine-containing molecules and heterocyclic compounds. This protocol provides an economical and powerful route to trifluoromethylated free anilines.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24597963     DOI: 10.1021/ol500469a

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Visible light-catalyzed fluoroalkylation reactions of free aniline derivatives.

Authors:  Beatriz Lantaño; Damian E Yerien; Sebastián Barata-Vallejo; Al Postigo
Journal:  Photochem Photobiol Sci       Date:  2021-07-20       Impact factor: 3.982

2.  Biocatalytic trifluoromethylation of unprotected phenols.

Authors:  Robert C Simon; Eduardo Busto; Nina Richter; Verena Resch; Kendall N Houk; Wolfgang Kroutil
Journal:  Nat Commun       Date:  2016-11-11       Impact factor: 14.919

3.  Protecting group free radical C-H trifluoromethylation of peptides.

Authors:  Naoko Ichiishi; John P Caldwell; Melissa Lin; Wendy Zhong; Xiaohong Zhu; Eric Streckfuss; Hai-Young Kim; Craig A Parish; Shane W Krska
Journal:  Chem Sci       Date:  2018-04-10       Impact factor: 9.825

4.  Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Authors:  Jiyun Sun; Xiaohua Zhen; Huaibin Ge; Guangtao Zhang; Xuechan An; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2018-06-15       Impact factor: 2.883

Review 5.  Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups.

Authors:  Xiaowei Li; Xiaolin Shi; Xiangqian Li; Dayong Shi
Journal:  Beilstein J Org Chem       Date:  2019-09-23       Impact factor: 2.883

6.  Direct C-H Trifluoromethylation of (Hetero)Arenes in Water Enabled by Organic Photoredox-Active Amphiphilic Nanoparticles.

Authors:  Fabian Eisenreich; Anja R A Palmans
Journal:  Chemistry       Date:  2022-07-28       Impact factor: 5.020

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.