Literature DB >> 23465076

Trifluoromethylation of allylsilanes under photoredox catalysis.

Satoshi Mizuta1, Keary M Engle, Stefan Verhoog, Oscar Galicia-López, Miriam O'Duill, Maurice Médebielle, Katherine Wheelhouse, Gerasimos Rassias, Amber L Thompson, Véronique Gouverneur.   

Abstract

A new catalytic method to access allylic secondary CF3 products is described. These reactions use the visible light excited Ru(bpy)3Cl2·6H2O catalyst and the Togni or Umemoto reagent as the CF3 source. The photoredox catalytic manifold delivers enantioenriched allylic trifluoromethylated products not accessible under Cu(I) catalysis.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 23465076     DOI: 10.1021/ol400184t

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


  13 in total

1.  Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling.

Authors:  Julie L Hofstra; Alan H Cherney; Ciara M Ordner; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2017-12-20       Impact factor: 15.419

Review 2.  Mass Spectrometry-Based Protein Footprinting for Higher-Order Structure Analysis: Fundamentals and Applications.

Authors:  Xiaoran Roger Liu; Mengru Mira Zhang; Michael L Gross
Journal:  Chem Rev       Date:  2020-04-22       Impact factor: 60.622

3.  Mechanistic studies on intramolecular C-H trifluoromethoxylation of (hetero)arenes via OCF3-migration.

Authors:  Katarzyna N Lee; Zhen Lei; Cristian A Morales-Rivera; Peng Liu; Ming-Yu Ngai
Journal:  Org Biomol Chem       Date:  2016-06-15       Impact factor: 3.876

4.  Synthesis, characterization and initial evaluation of 5-nitro-1-(trifluoromethyl)-3H-1λ(3),2-benziodaoxol-3-one.

Authors:  Nico Santschi; Roman C Sarott; Elisabeth Otth; Reinhard Kissner; Antonio Togni
Journal:  Beilstein J Org Chem       Date:  2014-01-02       Impact factor: 2.883

Review 5.  Radiosynthesis of [18)F]trifluoroalkyl groups: scope and limitations.

Authors:  V T Lien; P J Riss
Journal:  Biomed Res Int       Date:  2014-07-10       Impact factor: 3.411

6.  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

7.  Characterizing Chain Processes in Visible Light Photoredox Catalysis.

Authors:  Megan A Cismesia; Tehshik P Yoon
Journal:  Chem Sci       Date:  2015-06-07       Impact factor: 9.825

8.  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

9.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation and chlorination. Part 2: Use of CF3SO2Cl.

Authors:  Hélène Chachignon; Hélène Guyon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

10.  Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles.

Authors:  Cristina García-Ruiz; Jack L-Y Chen; Christopher Sandford; Kathryn Feeney; Paula Lorenzo; Guillaume Berionni; Herbert Mayr; Varinder K Aggarwal
Journal:  J Am Chem Soc       Date:  2017-10-20       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.