Literature DB >> 25504666

Metal-Free, room-temperature, radical alkoxycarbonylation of aryldiazonium salts through visible-light photoredox catalysis.

Wei Guo1, Liang-Qiu Lu, Yue Wang, Ya-Ni Wang, Jia-Rong Chen, Wen-Jing Xiao.   

Abstract

The first radical alkoxycarboxylation of aryldiazonium salts using CO gas through visible-light-induced photoredox catalysis (16 W blue LEDs) has been developed. This reaction is entirely metal-free, is carried out at room temperature with a low loading of an organic dye as a photocatalyst (0.5 mol %), and provides a wide range of arylcarboxylic acid esters in high yields. Importantly, this photocatalytic system can be successfully extended to other carboxylation reactions.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  diazo compounds; esters; photocatalysis; radicals; synthetic methods

Year:  2014        PMID: 25504666     DOI: 10.1002/anie.201408837

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  12 in total

1.  Photoredox-Mediated Net-Neutral Radical/Polar Crossover Reactions.

Authors:  Rebecca J Wiles; Gary A Molander
Journal:  Isr J Chem       Date:  2020-02-18       Impact factor: 3.333

2.  Total Syntheses of the Isomeric Aglain Natural Products Foveoglin A and Perviridisin B: Selective Excited-State Intramolecular Proton-Transfer Photocycloaddition.

Authors:  Wenyu Wang; Anthony Clay; Retheesh Krishnan; Neil J Lajkiewicz; Lauren E Brown; Jayaraman Sivaguru; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-13       Impact factor: 15.336

3.  New Calix[4]arene-Fluoresceine Conjugate by Click Approach-Synthesis and Preparation of Photocatalytically Active Solid Lipid Nanoparticles.

Authors:  Vladimir A Burilov; Alina A Artemenko; Ramilya I Garipova; Rezeda R Amirova; Aigul M Fatykhova; Julia A Borisova; Diana A Mironova; Elza D Sultanova; Vladimir G Evtugyn; Svetlana E Solovieva; Igor S Antipin
Journal:  Molecules       Date:  2022-04-09       Impact factor: 4.927

4.  Structural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity.

Authors:  Zuzana Hloušková; Milan Klikar; Oldřich Pytela; Numan Almonasy; Aleš Růžička; Veronika Jandová; Filip Bureš
Journal:  RSC Adv       Date:  2019-07-31       Impact factor: 4.036

5.  Acyl Radicals from Aromatic Carboxylic Acids by Means of Visible-Light Photoredox Catalysis.

Authors:  Giulia Bergonzini; Carlo Cassani; Carl-Johan Wallentin
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

6.  Redox-Neutral Dual Functionalization of Electron-Deficient Alkenes.

Authors:  Fredrik Pettersson; Giulia Bergonzini; Carlo Cassani; Carl-Johan Wallentin
Journal:  Chemistry       Date:  2017-05-10       Impact factor: 5.236

7.  De novo design and synthesis of dipyridopurinone derivatives as visible-light photocatalysts in productive guanylation reactions.

Authors:  Yameng Wan; Hao Wu; Nana Ma; Jie Zhao; Zhiguo Zhang; Wenjing Gao; Guisheng Zhang
Journal:  Chem Sci       Date:  2021-11-13       Impact factor: 9.825

8.  Straightforward synthesis of quinazolin-4(3H)-ones via visible light-induced condensation cyclization.

Authors:  Wuji Sun; Xue Ma; Yuqi Pang; Lifeng Zhao; Qidi Zhong; Chunyan Liu; Qiangwen Fan
Journal:  RSC Adv       Date:  2022-01-07       Impact factor: 3.361

9.  Visible light-mediated photocatalytic oxidative cleavage of activated alkynes via hydroamination: a direct approach to oxamates.

Authors:  Narenderreddy Katta; Mamata Ojha; Arumugavel Murugan; Sagar Arepally; Duddu S Sharada
Journal:  RSC Adv       Date:  2020-03-27       Impact factor: 3.361

10.  Visible-Light Driven Selective C-N Bond Scission in anti-Bimane-Like Derivatives.

Authors:  Nejc Petek; Helena Brodnik; Uroš Grošelj; Jurij Svete; Franc Požgan; Bogdan Štefane
Journal:  Org Lett       Date:  2021-06-02       Impact factor: 6.005

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