Literature DB >> 32725001

Terminal-oxidant-free photocatalytic C-H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors.

Gun Ikarashi1, Tatsuya Morofuji, Naokazu Kano.   

Abstract

We report the photocatalytic C-H alkylations of heteroarenes with alkylsilicates bearing C,O-bidentate ligands under acidic conditions. Irradiation of heteroaromatics in the presence of the silicates and trifluoroacetic acid produced the corresponding alkylated compounds. The present reaction system does not require any terminal oxidant although the reaction seems to be a formal oxidation reaction. This study demonstrates that alkylsilicates can be used in photocatalytic radical chemistry under acidic conditions.

Entities:  

Year:  2020        PMID: 32725001     DOI: 10.1039/d0cc03286g

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


  3 in total

Review 1.  Photocatalytic C(sp3) radical generation via C-H, C-C, and C-X bond cleavage.

Authors:  Chia-Yu Huang; Jianbin Li; Chao-Jun Li
Journal:  Chem Sci       Date:  2022-04-18       Impact factor: 9.969

2.  A General Organocatalytic System for Enantioselective Radical Conjugate Additions to Enals.

Authors:  Emilien Le Saux; Dengke Ma; Pablo Bonilla; Catherine M Holden; Danilo Lustosa; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2021-01-28       Impact factor: 15.336

3.  Synthesis and Reactivity of Martin's Spirosilane-Derived Chloromethylsilicate.

Authors:  Thomas Deis; Jérémy Forte; Louis Fensterbank; Gilles Lemière
Journal:  Molecules       Date:  2022-03-08       Impact factor: 4.411

  3 in total

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