Literature DB >> 23765709

Trifluoromethylation reactions for the synthesis of β-trifluoromethylamines.

Hiromichi Egami1, Shintaro Kawamura, Ayako Miyazaki, Mikiko Sodeoka.   

Abstract

A multitalented system: N-migratory oxytrifluoromethylation and one-pot three-component reactions of allylamines as well as the aminotrifluoromethylation of alkenyl amines all proceeded efficiently in the presence of the Togni reagent (1) and CuI to afford a variety of β-trifluoromethylamine derivatives (see scheme).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amines; aziridines; copper; multicomponent reactions; trifluoromethylation

Mesh：

Substances：

Year:  2013        PMID： 23765709     DOI： 10.1002/anie.201303350

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


  11 in total

1.  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

2.  Enantioselective functionalization of radical intermediates in redox catalysis: copper-catalyzed asymmetric oxytrifluoromethylation of alkenes.

Authors:  Rong Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-16       Impact factor: 15.336

3.  Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.

Authors:  Weiming Yuan; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-09       Impact factor: 15.336

Review 4.  Addition of CF3 across unsaturated moieties: a powerful functionalization tool.

Authors:  Estíbaliz Merino; Cristina Nevado
Journal:  Chem Soc Rev       Date:  2014-05-02       Impact factor: 54.564

5.  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

6.  The dual role of thiourea in the thiotrifluoromethylation of alkenes.

Authors:  Paolo Ricci; Tanatorn Khotavivattana; Lukas Pfeifer; Maurice Médebielle; John Richard Morphy; Véronique Gouverneur
Journal:  Chem Sci       Date:  2016-09-30       Impact factor: 9.825

7.  Copper-catalyzed methylative difunctionalization of alkenes.

Authors:  Xu Bao; Takayuki Yokoe; Tu M Ha; Qian Wang; Jieping Zhu
Journal:  Nat Commun       Date:  2018-09-13       Impact factor: 14.919

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.  Isolation and Reactivity of Trifluoromethyl Iodonium Salts.

Authors:  Johnathan N Brantley; Andrew V Samant; F Dean Toste
Journal:  ACS Cent Sci       Date:  2016-05-13       Impact factor: 14.553
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