Literature DB >> 31816129

Photoinduced, Direct C(sp2 )-H Bond Azo Coupling of Imidazoheteroarenes and Imidazoanilines with Aryl Diazonium Salts Catalyzed by Eosin Y.

Sumbal Saba1, Caio R Dos Santos2, Bruno R Zavarise2, Aline A S Naujorks3, Marcelo S Franco2, Alex R Schneider2, Marcos R Scheide2, Ricardo F Affeldt2, Jamal Rafique3, Antonio L Braga2.   

Abstract

Herein, a greener approach to the eosin Y-Na2 catalyzed, C(sp2 )-H bond azo coupling of imidazoheteroarene with aryl diazonium salts is described, under acid free conditions. This direct photoredox process resulted in the corresponding azo products in good to excellent yields. Besides, this new approach could also be applicable to anilines, which is a poorly reactive substrate by other methods. The main features of this reaction are that it provides high yields and is gram-scalable and applicable to biologically relevant imidazoheteroarenes and -anilines.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aniline; aryl diazonium salts; diazo; eosin Y-Na2; imidazoheteroarenes; sustainable chemistry

Year:  2020        PMID： 31816129     DOI： 10.1002/chem.201905308

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  6 in total

Review 1.  Recent Developments in the Photochemical Synthesis of Functionalized Imidazopyridines.

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2.  Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols.

Authors:  Carlos V Doerner; Marcos R Scheide; Celso R Nicoleti; Daniele C Durigon; Vinícius D Idiarte; Martinho J A Sousa; Samuel R Mendes; Sumbal Saba; José S S Neto; Guilherme M Martins; Jamal Rafique; Antonio L Braga
Journal:  Front Chem       Date:  2022-05-17       Impact factor: 5.545

3.  Borophosphate glass as an active media for CuO nanoparticle growth: an efficient catalyst for selenylation of oxadiazoles and application in redox reactions.

Authors:  Marcos M Peterle; Sumbal Saba; José S S Neto; Guilherme F Lenz; Rosane Dias Cezar; Marcos R Scheide; Jorlandio F Felix; Giancarlo V Botteselle; Ricardo Schneider; Jamal Rafique; Antonio L Braga
Journal:  Sci Rep       Date:  2020-09-17       Impact factor: 4.379

4.  Synthesis of 2,1,3-Benzoxadiazole Derivatives as New Fluorophores-Combined Experimental, Optical, Electro, and Theoretical Study.

Authors:  Tiago E A Frizon; André A Vieira; Fabricia N da Silva; Sumbal Saba; Giliandro Farias; Bernardo de Souza; Eduardo Zapp; Michell N Lôpo; Hugo de C Braga; Felipe Grillo; Sergio F Curcio; Thiago Cazati; Jamal Rafique
Journal:  Front Chem       Date:  2020-05-12       Impact factor: 5.221

5.  Selenylated-oxadiazoles as promising DNA intercalators: Synthesis, electronic structure, DNA interaction and cleavage.

Authors:  Jamal Rafique; Giliandro Farias; Sumbal Saba; Eduardo Zapp; Ismael Casagrande Bellettini; Cristian Andrey Momoli Salla; Ivan Helmuth Bechtold; Marcos Roberto Scheide; José Sebastião Santos Neto; David Monteiro de Souza Junior; Hugo de Campos Braga; Luiz Fernando Belchior Ribeiro; Francine Gastaldon; Claus Tröger Pich; Tiago Elias Allievi Frizon
Journal:  Dyes Pigm       Date:  2020-05-07       Impact factor: 4.889

6.  IP-Se-06, a Selenylated Imidazo[1,2-a]pyridine, Modulates Intracellular Redox State and Causes Akt/mTOR/HIF-1α and MAPK Signaling Inhibition, Promoting Antiproliferative Effect and Apoptosis in Glioblastoma Cells.

Authors:  Daniela C Dos Santos; Jamal Rafique; Sumbal Saba; Valdelúcia M A S Grinevicius; Danilo W Filho; Ariane Zamoner; Antonio L Braga; Rozangela C Pedrosa; Fabiana Ourique
Journal:  Oxid Med Cell Longev       Date:  2022-03-22       Impact factor: 6.543
  6 in total

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