Literature DB >> 24505007

Copper-catalyzed intermolecular trifluoromethylazidation of alkenes: convenient access to CF3 -containing alkyl azides.

Fei Wang1, Xiaoxu Qi, Zhaoli Liang, Pinhong Chen, Guosheng Liu.   

Abstract

A novel copper-catalyzed intermolecular trifluoromethylazidation of alkenes has been developed under mild reaction conditions. A variety of CF3 -containing organoazides were directly synthesized from a wide range of olefins, including activated and unactivated alkenes, and the resulting products can be easily transformed into the corresponding CF3 -containing amine derivatives.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkenes; azides; copper; fluorine; synthetic methods

Mesh：

Substances：

Year:  2014        PMID： 24505007     DOI： 10.1002/anie.201309991

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


  15 in total

1.  Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.

Authors:  Jonathan J Kennedy-Ellis; Erik D Boldt; Sherry R Chemler
Journal:  Org Lett       Date:  2020-10-19       Impact factor: 6.005

2.  Iron(II)-Catalyzed Azidotrifluoromethylation of Olefins and N-Heterocycles for Expedient Vicinal Trifluoromethyl Amine Synthesis.

Authors:  Cheng-Liang Zhu; Cheng Wang; Qi-Xue Qin; Sam Yruegas; Caleb D Martin; Hao Xu
Journal:  ACS Catal       Date:  2018-04-20       Impact factor: 13.084

3.  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

4.  Product Control in Alkene Trifluoromethylation: Hydrotrifluoromethylation, Vinylic Trifluoromethylation, and Iodotrifluoromethylation using Togni Reagent.

Authors:  Hiromichi Egami; Yoshihiko Usui; Shintaro Kawamura; Sayoko Nagashima; Mikiko Sodeoka
Journal:  Chem Asian J       Date:  2015-06-16

5.  Late Stage Azidation of Complex Molecules.

Authors:  Rashad R Karimov; Ankit Sharma; John F Hartwig
Journal:  ACS Cent Sci       Date:  2016-10-07       Impact factor: 14.553

6.  Chromium(II)-catalyzed enantioselective arylation of ketones.

Authors:  Gang Wang; Shutao Sun; Ying Mao; Zhiyu Xie; Lei Liu
Journal:  Beilstein J Org Chem       Date:  2016-12-19       Impact factor: 2.883

7.  Copper-catalyzed aminoalkynylation of alkenes with hypervalent iodine reagents.

Authors:  Kun Shen; Qiu Wang
Journal:  Chem Sci       Date:  2017-10-16       Impact factor: 9.825

8.  Metal-free alkene oxy- and amino-perfluoroalkylations via carbocation formation by using perfluoro acid anhydrides: unique reactivity between styrenes and perfluoro diacyl peroxides.

Authors:  Elena Valverde; Shintaro Kawamura; Daisuke Sekine; Mikiko Sodeoka
Journal:  Chem Sci       Date:  2018-08-01       Impact factor: 9.825

9.  Visible-light mediated carbonyl trifluoromethylative amination as a practical method for the synthesis of β-trifluoromethyl tertiary alkylamines.

Authors:  Kavoos Kolahdouzan; Roopender Kumar; Matthew J Gaunt
Journal:  Chem Sci       Date:  2020-10-09       Impact factor: 9.825

10.  Rhodium-Catalyzed Geminal Oxyfluorination and Oxytrifluoro-Methylation of Diazocarbonyl Compounds.

Authors:  Weiming Yuan; Lars Eriksson; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2016-05-24       Impact factor: 15.336
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