Literature DB >> 25714354

Silver-mediated oxidative aliphatic C-H trifluoromethylthiolation.

Shuo Guo1, Xiaofei Zhang, Pingping Tang.   

Abstract

The first example of a practical and direct trifluoromethylthiolation reaction of unactivated aliphatic CH bonds employs a silver-based reagent. The reaction is operationally simple, scalable, and proceeds under aqueous conditions in air. Furthermore, its broad scope and good functional-group compatibility were demonstrated by applying this method to the selective trifluoromethylthiolation of natural products and natural-product derivatives.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; fluorine; radicals; synthetic methods; trifluoromethylthiolation

Mesh：

Substances：

Year:  2015        PMID： 25714354     DOI： 10.1002/anie.201411807

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  12 in total

1.  Copper-Catalyzed, N-Directed Csp3-H Trifluoromethylthiolation (-SCF3) and Trifluoromethylselenation (-SeCF3).

Authors:  Atanu Modak; Emily N Pinter; Silas P Cook
Journal:  J Am Chem Soc       Date:  2019-11-07       Impact factor: 15.419

2.  Visible-Light-Induced, Copper-Catalyzed Three-Component Coupling of Alkyl Halides, Olefins, and Trifluoromethylthiolate to Generate Trifluoromethyl Thioethers.

Authors:  Jian He; Caiyou Chen; Gregory C Fu; Jonas C Peters
Journal:  ACS Catal       Date:  2018-10-31       Impact factor: 13.084

3.  Difluorocarbene-Derived Trifluoromethylthiolation and [(18)F]Trifluoromethylthiolation of Aliphatic Electrophiles.

Authors:  Jian Zheng; Lu Wang; Jin-Hong Lin; Ji-Chang Xiao; Steven H Liang
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-21       Impact factor: 15.336

4.  Efficient Synthesis of β-CF3/SCF3-Substituted Carbonyls via Copper-Catalyzed Electrophilic Ring-Opening Cross-Coupling of Cyclopropanols.

Authors:  Yong Li; Zhishi Ye; Tabitha M Bellman; Teng Chi; Mingji Dai
Journal:  Org Lett       Date:  2015-04-17       Impact factor: 6.072

5.  Resolving Oxygenation Pathways in Manganese-Catalyzed C(sp3)-H Functionalization via Radical and Cationic Intermediates.

Authors:  Marco Galeotti; Laia Vicens; Michela Salamone; Miquel Costas; Massimo Bietti
Journal:  J Am Chem Soc       Date:  2022-04-13       Impact factor: 16.383

6.  Oxidation of Secondary Methyl Ethers to Ketones.

Authors:  Pieter J Gilissen; Daniel Blanco-Ania; Floris P J T Rutjes
Journal:  J Org Chem       Date:  2017-06-12       Impact factor: 4.354

7.  A visible-light-promoted radical reaction system for azidation and halogenation of tertiary aliphatic C-H bonds.

Authors:  Yaxin Wang; Guo-Xing Li; Guohui Yang; Gang He; Gong Chen
Journal:  Chem Sci       Date:  2016-01-11       Impact factor: 9.825

8.  Difluoromethanesulfonyl hypervalent iodonium ylides for electrophilic difluoromethylthiolation reactions under copper catalysis.

Authors:  Sadayuki Arimori; Okiya Matsubara; Masahiro Takada; Motoo Shiro; Norio Shibata
Journal:  R Soc Open Sci       Date:  2016-05-25       Impact factor: 2.963

9.  Selenide-catalyzed enantioselective synthesis of trifluoromethylthiolated tetrahydronaphthalenes by merging desymmetrization and trifluoromethylthiolation.

Authors:  Jie Luo; Qingxiang Cao; Xiaohui Cao; Xiaodan Zhao
Journal:  Nat Commun       Date:  2018-02-06       Impact factor: 14.919

10.  Late-stage trifluoromethylthiolation of benzylic C-H bonds.

Authors:  Wentao Xu; Wenliang Wang; Tao Liu; Jin Xie; Chengjian Zhu
Journal:  Nat Commun       Date:  2019-10-25       Impact factor: 14.919
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