Literature DB >> 31268084

Hantzsch esters: an emerging versatile class of reagents in photoredox catalyzed organic synthesis.

Peng-Zi Wang1, Jia-Rong Chen1, Wen-Jing Xiao1.   

Abstract

Hantzsch esters were often previously used as reductants in thermal catalytic hydrogenation reactions. Over the last few decades, Hantzsch esters have proven to be a useful class of electron donors and proton sources in photoredox catalyzed processes. Moreover, under photoredox catalytic conditions, alkyl-1,4-dihydropyridines can serve as versatile types of alkylation reagents via oxidative fragmentation mechanisms. This minireview highlights the recent advances in the chemistry of Hantzsch esters in photoredox catalyzed organic synthesis, with particular emphasis placed on reaction mechanisms. We hope that this review will inspire further new reaction design and developments with such a class of readily accessible reagents.

Entities:  

Year:  2019        PMID: 31268084     DOI: 10.1039/c9ob01289c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  18 in total

1.  Switchable Regioselective 6-endo or 5-exo Radical Cyclization via Photoredox Catalysis.

Authors:  Mark C Maust; Cecilia M Hendy; Nathan T Jui; Simon B Blakey
Journal:  J Am Chem Soc       Date:  2022-02-24       Impact factor: 15.419

Review 2.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

3.  Metal-free deoxygenative coupling of alcohol-derived benzoates and pyridines for small molecules and DNA-encoded libraries synthesis.

Authors:  Sai Rohini Narayanan Kolusu; Manuel Nappi
Journal:  Chem Sci       Date:  2022-05-10       Impact factor: 9.969

4.  Synthesis of Cyclohexanones by a Tandem Photocatalyzed Annulation.

Authors:  Anna V Bay; Emelia J Farnam; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2022-03-22       Impact factor: 16.383

5.  Nickel-Mediated Photoreductive Cross Coupling of Carboxylic Acid Derivatives for Ketone Synthesis.

Authors:  Jan Brauer; Elisabeth Quraishi; Lisa Marie Kammer; Till Opatz
Journal:  Chemistry       Date:  2021-11-23       Impact factor: 5.020

6.  Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation.

Authors:  Alexander Lipp; Shorouk O Badir; Ryan Dykstra; Osvaldo Gutierrez; Gary A Molander
Journal:  Adv Synth Catal       Date:  2021-05-19       Impact factor: 5.981

7.  Distinctive reactivity of N-benzylidene-[1,1'-biphenyl]-2-amines under photoredox conditions.

Authors:  Shrikant D Tambe; Kwan Hong Min; Naeem Iqbal; Eun Jin Cho
Journal:  Beilstein J Org Chem       Date:  2020-06-18       Impact factor: 2.883

8.  Amide Synthesis by Nickel/Photoredox-Catalyzed Direct Carbamoylation of (Hetero)Aryl Bromides.

Authors:  Nurtalya Alandini; Luca Buzzetti; Gianfranco Favi; Tim Schulte; Lisa Candish; Karl D Collins; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-25       Impact factor: 15.336

9.  Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.

Authors:  Eugenio Gandolfo; Xinjun Tang; Sudipta Raha Roy; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-07       Impact factor: 15.336

10.  Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones.

Authors:  Anna V Bay; Keegan P Fitzpatrick; Gisela A González-Montiel; Abdikani Omar Farah; Paul Ha-Yeon Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-14       Impact factor: 16.823

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