Literature DB >> 22296099

Metal-free, visible-light-mediated direct C-H arylation of heteroarenes with aryl diazonium salts.

Durga Prasad Hari1, Peter Schroll, Burkhard König.   

Abstract

Visible light along with 1 mol % eosin Y catalyzes the direct C-H bond arylation of heteroarenes with aryl diazonium salts by a photoredox process. We have investigated the scope of the reaction for several aryl diazonium salts and heteroarenes. The general and easy procedure provides a transition-metal-free alternative for the formation of aryl-heteroaryl bonds.

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Year:  2012        PMID： 22296099     DOI： 10.1021/ja212099r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  44 in total

Review 1.  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

2.  Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis.

Authors:  Gerald Pratsch; Larry E Overman
Journal:  J Org Chem       Date:  2015-10-30       Impact factor: 4.354

3.  A Photo Touch on Amines: New Synthetic Adventures of Nitrogen Radical Cations.

Authors:  Soumitira Maity; Nan Zheng
Journal:  Synlett       Date:  2012-07-23       Impact factor: 2.454

4.  Regioselective Arene C-H Alkylation Enabled by Organic Photoredox Catalysis.

Authors:  Natalie Holmberg-Douglas; Nicholas P R Onuska; David A Nicewicz
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-17       Impact factor: 15.336

5.  Visible light photocatalysis of [2+2] styrene cycloadditions by energy transfer.

Authors:  Zhan Lu; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-10       Impact factor: 15.336

6.  Photocatalytic surface patterning of cellulose using diazonium salts and visible light.

Authors:  Peter Schroll; Charlie Fehl; Stephan Dankesreiter; Burkhard König
Journal:  Org Biomol Chem       Date:  2013-08-21       Impact factor: 3.876

7.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

8.  Amine α-heteroarylation via photoredox catalysis: a homolytic aromatic substitution pathway.

Authors:  Christopher K Prier; David W C MacMillan
Journal:  Chem Sci       Date:  2014-11       Impact factor: 9.825

9.  Formylbenzene diazonium hexafluorophosphate reagent for tyrosine-selective modification of proteins and the introduction of a bioorthogonal aldehyde.

Authors:  Julia Gavrilyuk; Hitoshi Ban; Masanobu Nagano; Wataru Hakamata; Carlos F Barbas
Journal:  Bioconjug Chem       Date:  2012-11-29       Impact factor: 4.774

10.  Electrophotocatalytic C-H Heterofunctionalization of Arenes.

Authors:  He Huang; Tristan H Lambert
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-12       Impact factor: 15.336
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