Literature DB >> 31136186

Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application.

Xiuwei Fan1,2, Tao Lei1,2, Bin Chen1,2, Chen-Ho Tung1,2, Li-Zhu Wu1,2.   

Abstract

A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.

Entities:  

Year:  2019        PMID: 31136186     DOI: 10.1021/acs.orglett.9b01338

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


  5 in total

1.  Deacylation-Aided C─H Alkylative Annulation through C─C Cleavage of Unstrained Ketones.

Authors:  Xukai Zhou; Yan Xu; Guangbin Dong
Journal:  Nat Catal       Date:  2021-08-02

2.  Direct Use of Carboxylic Acids in the Photocatalytic Hydroacylation of Styrenes To Generate Dialkyl Ketones.

Authors:  Jesus I Martinez Alvarado; Alyssa B Ertel; Andrea Stegner; Erin E Stache; Abigail G Doyle
Journal:  Org Lett       Date:  2019-11-21       Impact factor: 6.005

Review 3.  Recent Advances on Synthetic Methodology Merging C-H Functionalization and C-C Cleavage.

Authors:  Hamid Azizollahi; José-Antonio García-López
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

4.  Asymmetric three-component olefin dicarbofunctionalization enabled by photoredox and copper dual catalysis.

Authors:  Peng-Zi Wang; Yuan Gao; Jun Chen; Xiao-Die Huan; Wen-Jing Xiao; Jia-Rong Chen
Journal:  Nat Commun       Date:  2021-03-22       Impact factor: 14.919

5.  Chiral Brønsted acid-controlled intermolecular asymmetric [2 + 2] photocycloadditions.

Authors:  Evan M Sherbrook; Matthew J Genzink; Bohyun Park; Ilia A Guzei; Mu-Hyun Baik; Tehshik P Yoon
Journal:  Nat Commun       Date:  2021-09-30       Impact factor: 17.694

  5 in total

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