Literature DB >> 25484447

The Development of Visible-Light Photoredox Catalysis in Flow.

Zachary J Garlets1, John D Nguyen1, Corey R J Stephenson1.   

Abstract

Visible-light photoredox catalysis has recently emerged as a viable alternative for radical reactions otherwise carried out with tin and boron reagents. It has been recognized that by merging photoredox catalysis with flow chemistry, slow reaction times, lower yields, and safety concerns may be obviated. While flow reactors have been successfully applied to reactions carried out with UV light, only recent developments have demonstrated the same potential of flow reactors for the improvement of visible-light-mediated reactions. This review examines the initial and continuing development of visible-light-mediated photoredox flow chemistry by exemplifying the benefits of flow chemistry compared with conventional batch techniques.

Entities:  

Keywords:  Photochemistry; Radical reactions; Radicals; Redox chemistry

Year:  2014        PMID: 25484447      PMCID: PMC4255365          DOI: 10.1002/ijch.201300136

Source DB:  PubMed          Journal:  Isr J Chem        ISSN: 0021-2148            Impact factor:   3.333


  29 in total

1.  Visible light photoredox catalysis: applications in organic synthesis.

Authors:  Jagan M R Narayanam; Corey R J Stephenson
Journal:  Chem Soc Rev       Date:  2010-06-08       Impact factor: 54.564

2.  Toward a visible light mediated photocyclization: Cu-based sensitizers for the synthesis of [5]helicene.

Authors:  Augusto C Hernandez-Perez; Anna Vlassova; Shawn K Collins
Journal:  Org Lett       Date:  2012-05-29       Impact factor: 6.005

Review 3.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

4.  Development of an automated microfluidic reaction platform for multidimensional screening: reaction discovery employing bicyclo[3.2.1]octanoid scaffolds.

Authors:  John R Goodell; Jonathan P McMullen; Nikolay Zaborenko; Jason R Maloney; Chuan-Xing Ho; Klavs F Jensen; John A Porco; Aaron B Beeler
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

5.  Visible light-mediated intermolecular C-H functionalization of electron-rich heterocycles with malonates.

Authors:  Laura Furst; Bryan S Matsuura; Jagan M R Narayanam; Joseph W Tucker; Corey R J Stephenson
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

6.  Application of microflow conditions to visible light photoredox catalysis.

Authors:  Matthias Neumann; Kirsten Zeitler
Journal:  Org Lett       Date:  2012-05-15       Impact factor: 6.005

7.  Electron-transfer photoredox catalysis: development of a tin-free reductive dehalogenation reaction.

Authors:  Jagan M R Narayanam; Joseph W Tucker; Corey R J Stephenson
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

8.  A mild, one-pot Stadler-Ziegler synthesis of arylsulfides facilitated by photoredox catalysis in batch and continuous-flow.

Authors:  Xiao Wang; Gregory D Cuny; Timothy Noël
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-19       Impact factor: 15.336

9.  Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones.

Authors:  Farhan R Bou-Hamdan; François Lévesque; Alexander G O'Brien; Peter H Seeberger
Journal:  Beilstein J Org Chem       Date:  2011-08-17       Impact factor: 2.883

10.  Flow photochemistry: Old light through new windows.

Authors:  Jonathan P Knowles; Luke D Elliott; Kevin I Booker-Milburn
Journal:  Beilstein J Org Chem       Date:  2012-11-21       Impact factor: 2.883

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  28 in total

1.  Accelerated gas-liquid visible light photoredox catalysis with continuous-flow photochemical microreactors.

Authors:  Natan J W Straathof; Yuanhai Su; Volker Hessel; Timothy Noël
Journal:  Nat Protoc       Date:  2015-12-03       Impact factor: 13.491

2.  Norrish' type I and II reactions and their role in the building of photochemical science.

Authors:  Angelo Albini
Journal:  Photochem Photobiol Sci       Date:  2021-01-02       Impact factor: 3.982

3.  The assembly and use of continuous flow systems for chemical synthesis.

Authors:  Joshua Britton; Timothy F Jamison
Journal:  Nat Protoc       Date:  2017-10-26       Impact factor: 13.491

4.  Photochemical Perfluoroalkylation with Pyridine N-Oxides: Mechanistic Insights and Performance on a Kilogram Scale.

Authors:  Joel W Beatty; James J Douglas; Richard Miller; Rory C McAtee; Kevin P Cole; Corey R J Stephenson
Journal:  Chem       Date:  2016-09-08       Impact factor: 22.804

5.  A One-Pot Photochemical Method for the Generation of Functionalized Aminocyclopentanes.

Authors:  James L Collins; Daryl Staveness; Madison J Sowden; Corey R J Stephenson
Journal:  Org Lett       Date:  2022-06-14       Impact factor: 6.072

6.  Spin-Selective Generation of Triplet Nitrenes: Olefin Aziridination through Visible-Light Photosensitization of Azidoformates.

Authors:  Spencer O Scholz; Elliot P Farney; Sangyun Kim; Desiree M Bates; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-06       Impact factor: 15.336

7.  Photoinduced Organocatalyzed Atom Transfer Radical Polymerization Using Continuous Flow.

Authors:  Bonnie L Ramsey; Ryan M Pearson; Logan R Beck; Garret M Miyake
Journal:  Macromolecules       Date:  2017-03-21       Impact factor: 5.985

8.  Mechanistic Investigation and Optimization of Photoredox Anti-Markovnikov Hydroamination.

Authors:  Yangzhong Qin; Qilei Zhu; Rui Sun; Jacob M Ganley; Robert R Knowles; Daniel G Nocera
Journal:  J Am Chem Soc       Date:  2021-06-30       Impact factor: 16.383

9.  A scalable and operationally simple radical trifluoromethylation.

Authors:  Joel W Beatty; James J Douglas; Kevin P Cole; Corey R J Stephenson
Journal:  Nat Commun       Date:  2015-08-10       Impact factor: 14.919

10.  Organic synthesis using photoredox catalysis.

Authors:  Axel G Griesbeck
Journal:  Beilstein J Org Chem       Date:  2014-05-12       Impact factor: 2.883

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