Aryl Radical Formation during the Metabolism of Arylhydrazines by Microsomes

1997 ◽  
Vol 10 (12) ◽  
pp. 1372-1377 ◽  
Author(s):  
Peter M. Gannett ◽  
Xiangling Shi ◽  
Terence Lawson ◽  
Carol Kolar ◽  
Bela Toth
2020 ◽  
Vol 22 (18) ◽  
pp. 10212-10218 ◽  
Author(s):  
Rong Miao ◽  
Dan Wang ◽  
Jianliang Xiao ◽  
Jiani Ma ◽  
Dong Xue ◽  
...  

Halogen bonding facilitated aryl halide activation for photoredox catalyst-free visible light-driven reactions.


2017 ◽  
Vol 8 (5) ◽  
pp. 3618-3622 ◽  
Author(s):  
L. Candish ◽  
M. Freitag ◽  
T. Gensch ◽  
F. Glorius

Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis.


2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>


2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>


2018 ◽  
Vol 95 (8) ◽  
pp. 1386-1391 ◽  
Author(s):  
Miriam C. Rodríguez González ◽  
Alberto Hernández Creus ◽  
Pilar Carro

2013 ◽  
Vol 19 (33) ◽  
pp. 10809-10813 ◽  
Author(s):  
Alexandre Baralle ◽  
Louis Fensterbank ◽  
Jean-Philippe Goddard ◽  
Cyril Ollivier

2019 ◽  
Author(s):  
Łukasz Ciszewski ◽  
Jakub Durka ◽  
Dorota Gryko

This article describes direct photoalkylation of electron-rich aromatic compounds with diazo compoiunds. C-2 alkylated indoles and pyrroles are obtained with good yields even though the photocatalyst (Ru(bpy)3Cl2) loading is as low as 0.075 mol %. For substrates bearing electron-withdrawing substituents the addition of a catalytic amount of N,N-dimethyl-4-methoxyaniline is required. Both EWG-EWG and EWG-EDG substituted diazo esters are suitable as alkylating agents. The reaction selectivity and mechanistic experiments suggest that carbenes/carbenoid intermediates are not involved in the reaction pathway, instead radical formation is proposed.


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