Literature DB >> 23600821

Intermolecular aminotrifluoromethylation of alkenes by visible-light-driven photoredox catalysis.

Yusuke Yasu1, Takashi Koike, Munetaka Akita.   

Abstract

Intermolecular aminotrifluoromethylation of alkenes catalyzed by [Ru(bpy)3](2+) under visible light irradiation has been explored. The present photocatalytic protocol achieves highly efficient and regioselective difunctionalization of C═C bonds, leading to a variety of β-trifluoromethylamines. The reaction is applied to "late-stage aminotrifluoromethylation" of steroid and amino acid scaffolds.

Entities:  

Year:  2013        PMID： 23600821     DOI： 10.1021/ol4006272

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


  15 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

Review 3.  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

4.  Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents.

Authors:  Sheng-Ying Hsieh; Jeffrey W Bode
Journal:  ACS Cent Sci       Date:  2016-12-29       Impact factor: 14.553

5.  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

6.  Self-Assembly of Multinuclear Sandwich Silver(I) Complexes by Cooperation of Hexakis(azaheteroaryl)benzene Ligands, Argentophilic Interactions, and Fluoride Inclusion.

Authors:  Miha Drev; Uroš Grošelj; Drago Kočar; Franc Perdih; Jurij Svete; Bogdan Štefane; Franc Požgan
Journal:  Inorg Chem       Date:  2020-03-05       Impact factor: 5.165

7.  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

8.  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

9.  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

10.  Oxydifluoromethylation of Alkenes by Photoredox Catalysis: Simple Synthesis of CF2H-Containing Alcohols.

Authors:  Yusuke Arai; Ren Tomita; Gaku Ando; Takashi Koike; Munetaka Akita
Journal:  Chemistry       Date:  2015-12-16       Impact factor: 5.236
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