Literature DB >> 26998686

A Light/Ketone/Copper System for Carboxylation of Allylic C-H Bonds of Alkenes with CO2.

Naoki Ishida1, Yusuke Masuda1, Sho Uemoto1, Masahiro Murakami2.   

Abstract

A photo-induced carboxylation reaction of allylic C-H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper-catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C-C bond cleavage.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−C activation; C−H activation; carbon dioxide; copper; synthetic method

Year:  2016        PMID： 26998686     DOI： 10.1002/chem.201600682

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  6 in total

Review 1.  Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO2.

Authors:  Marino Börjesson; Toni Moragas; Daniel Gallego; Ruben Martin
Journal:  ACS Catal       Date:  2016-08-30       Impact factor: 13.084

2.  Visible light-promoted CO2 fixation with imines to synthesize diaryl α-amino acids.

Authors:  Xinyuan Fan; Xu Gong; Mengyue Ma; Rui Wang; Patrick J Walsh
Journal:  Nat Commun       Date:  2018-11-22       Impact factor: 14.919

3.  Photocarboxylation of Benzylic C-H Bonds.

Authors:  Qing-Yuan Meng; Tobias E Schirmer; Anna Lucia Berger; Karsten Donabauer; Burkhard König
Journal:  J Am Chem Soc       Date:  2019-07-11       Impact factor: 15.419

Review 4.  Hydrogen Atom Transfer (HAT): A Versatile Strategy for Substrate Activation in Photocatalyzed Organic Synthesis.

Authors:  Luca Capaldo; Davide Ravelli
Journal:  European J Org Chem       Date:  2017-03-02

5.  Electrochemical β-Selective Hydrocarboxylation of Styrene Using CO2 and Water.

Authors:  Younghye Kim; Gyeong Do Park; Mani Balamurugan; Jiwon Seo; Byoung Koun Min; Ki Tae Nam
Journal:  Adv Sci (Weinh)       Date:  2019-12-17       Impact factor: 16.806

Review 6.  Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.

Authors:  Luca Capaldo; Davide Ravelli; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2021-08-06       Impact factor: 60.622
  6 in total

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