Literature DB >> 22146071

Aerobic visible-light photoredox radical C-H functionalization: catalytic synthesis of 2-substituted benzothiazoles.

Yannan Cheng1, Jun Yang, Yue Qu, Pixu Li.   

Abstract

An aerobic visible-light driven photoredox catalytic formation of 2-substituted benzothiazoles through radical cyclization of thioanilides has been accomplished. The reaction features C-H functionalization and C-S bond formation with no direct metal involvement except the sensitizer. The reaction highlights the following: (1) visible-light is the reaction driving force; (2) molecular oxygen is the terminal oxidant, and (3) water is the only byproduct.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID: 22146071     DOI: 10.1021/ol2028866

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


  15 in total

1.  Photocatalytic synthesis of dihydrobenzofurans by oxidative [3+2] cycloaddition of phenols.

Authors:  Travis R Blum; Ye Zhu; Sarah A Nordeen; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-25       Impact factor: 15.336

2.  Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors:  Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal:  Org Lett       Date:  2018-11-08       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

Review 4.  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

5.  Transition metal photoredox catalysis of radical thiol-ene reactions.

Authors:  Elizabeth L Tyson; Michael S Ament; Tehshik P Yoon
Journal:  J Org Chem       Date:  2012-11-12       Impact factor: 4.354

Review 6.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

Review 7.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

8.  Organocatalyzed, Photoredox Heteroarylation of 2-Trifluoroboratochromanones via C-H Functionalization.

Authors:  Jennifer K Matsui; Gary A Molander
Journal:  Org Lett       Date:  2017-02-03       Impact factor: 6.005

9.  Photocatalytic arylation of alkenes, alkynes and enones with diazonium salts.

Authors:  Peter Schroll; Durga Prasad Hari; Burkhard König
Journal:  ChemistryOpen       Date:  2012-04-27       Impact factor: 2.911

Review 10.  Photocatalytic formation of carbon-sulfur bonds.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Beilstein J Org Chem       Date:  2018-01-05       Impact factor: 2.883

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