Literature DB >> 23900564

Visible light-mediated oxidative decarboxylation of arylacetic acids into benzyl radicals: addition to electron-deficient alkenes by using photoredox catalysts.

Yoshihiro Miyake1, Kazunari Nakajima, Yoshiaki Nishibayashi.   

Abstract

Reactions of arylacetic acids bearing an amino group at the para-position in the benzene ring with alkenes in the presence of a catalytic amount of transition metal polypyridyl complexes as photocatalysts under visible light illumination proceed smoothly to give the corresponding benzylated products via oxidative decarboxylation in good to high yields.

Entities:  

Year:  2013        PMID: 23900564     DOI: 10.1039/c3cc44438d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Photocatalytic Aminodecarboxylation of Carboxylic Acids.

Authors:  Simon B Lang; Kaitie C Cartwright; Richard S Welter; Theresa M Locascio; Jon A Tunge
Journal:  European J Org Chem       Date:  2016-06-19

2.  Dual Catalytic Decarboxylative Allylations of α-Amino Acids and Their Divergent Mechanisms.

Authors:  Simon B Lang; Kathryn M O'Nele; Justin T Douglas; Jon A Tunge
Journal:  Chemistry       Date:  2015-11-03       Impact factor: 5.236

Review 3.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

Authors:  Anastasia L Gant Kanegusuku; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-21       Impact factor: 16.823

4.  Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals.

Authors:  L Candish; M Freitag; T Gensch; F Glorius
Journal:  Chem Sci       Date:  2017-02-27       Impact factor: 9.825

5.  Room temperature decarboxylative cyanation of carboxylic acids using photoredox catalysis and cyanobenziodoxolones: a divergent mechanism compared to alkynylation.

Authors:  Franck Le Vaillant; Matthew D Wodrich; Jérôme Waser
Journal:  Chem Sci       Date:  2016-12-22       Impact factor: 9.825

6.  Visible-Light-Mediated Decarboxylative Radical Additions to Vinyl Boronic Esters: Rapid Access to γ-Amino Boronic Esters.

Authors:  Adam Noble; Riccardo S Mega; Daniel Pflästerer; Eddie L Myers; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-26       Impact factor: 15.336

7.  Organophotoredox/palladium dual catalytic decarboxylative Csp3-Csp3 coupling of carboxylic acids and π-electrophiles.

Authors:  Kaitie C Cartwright; Jon A Tunge
Journal:  Chem Sci       Date:  2020-07-16       Impact factor: 9.825

8.  Decarboxylative allylation of amino alkanoic acids and esters via dual catalysis.

Authors:  Simon B Lang; Kathryn M O'Nele; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2014-09-22       Impact factor: 15.419

9.  Carboxylic acids as a traceless activation group for conjugate additions: a three-step synthesis of (±)-pregabalin.

Authors:  Lingling Chu; Chisa Ohta; Zhiwei Zuo; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2014-07-28       Impact factor: 15.419

  9 in total

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