Literature DB >> 29446957

Vitamin Catalysis: Direct, Photocatalytic Synthesis of Benzocoumarins via (-)-Riboflavin-Mediated Electron Transfer.

Tobias Morack1, Jan B Metternich1, Ryan Gilmour1.   

Abstract

An operationally simple protocol is disclosed to facilitate entry to benzo-3,4-coumarins directly from biaryl carboxylic acids without the need for substrate prefunctionalization. Complementary to classic lactonization strategies, this disconnection relies on the oxidation competence of photoactivated (-)-riboflavin (vitamin B2) to generate the heterocyclic core via photoinduced single electron transfer. Collectively, the inexpensive nature of the catalyst, ease of execution, and absence of external metal additives are a convincing endorsement for the incorporation of simple vitamins in contemporary catalysis.

Entities:  

Year:  2018        PMID: 29446957     DOI: 10.1021/acs.orglett.8b00052

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


  4 in total

1.  Versatile Open-Source Photoreactor Architecture for Photocatalysis Across the Visible Spectrum.

Authors:  Philip P Lampkin; Blaise J Thompson; Samuel H Gellman
Journal:  Org Lett       Date:  2021-06-23       Impact factor: 6.072

Review 2.  Flavinium Catalysed Photooxidation: Detection and Characterization of Elusive Peroxyflavinium Intermediates.

Authors:  Jan Zelenka; Radek Cibulka; Jana Roithová
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-23       Impact factor: 15.336

3.  Oxidant-free, three-component synthesis of 7-amino-6H-benzo[c]chromen-6-ones under green conditions.

Authors:  B S Vachan; Aishwarya Ramesh; Muthu Karuppasamy; Isravel Muthukrishnan; Subbiah Nagarajan; J Carlos Menéndez; C Uma Maheswari; Vellaisamy Sridharan
Journal:  RSC Adv       Date:  2019-10-16       Impact factor: 4.036

4.  A Self-Assembling Flavin for Visible Photooxidation.

Authors:  Michele Cariello; Bart Dietrich; Lisa Thomson; Valentina Gauci; Alistair Boyer; Stephen Sproules; Graeme Cooke; Annela Seddon; Dave J Adams
Journal:  Chemistry       Date:  2022-07-12       Impact factor: 5.020

  4 in total

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