Direct synthesis of anilines and nitrosobenzenes from phenols

A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution ((i)SOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionon...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2016-01, Vol.14 (24), p.5520-5524
Main Authors: St Amant, A H, Frazier, C P, Newmeyer, B, Fruehauf, K R, Read de Alaniz, J
Format: Article
Language:English
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Summary:A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution ((i)SOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00073h