Synthesis of Nitroarenes by Oxidation of Aryl Amines

Abstract

Nitro compounds are an important class of organic molecules with broad application in organic synthesis, medicinal chemistry, and materials science. Among the variety of methodologies available for their synthesis, the direct oxidation of primary amines represents an attractive alternative route. Efforts towards the development of oxidative procedures for the synthesis of nitro derivatives have spanned over the past decades, leading to a wide variety of protocols for the selective oxidative conversion of amines to nitro derivatives. Methods for the synthesis of nitroarenes via oxidation of aryl amines, with particular emphasis on recent advances in the field, are summarised in this review.

carba‐Nucleopeptides (cNPs): A Biopharmaceutical Modality Formed through Aqueous Rhodamine B Photoredox Catalysis

“…We found that our reaction tolerated a diverse array of substituents on the pyrimidine ring including several functional groups that are prone to reduction, such as exogenous halogen atoms [31] (compounds 3 , 4 , 5 ) and a nitrile [32] (compound 8 ). Unprotected aryl amines (prone to oxidation) [33] were also tolerated (compounds 7 and 8) . For a tosyl protected alcohol, our reaction conditions not only afforded the desired c NP product 9 , but also removed the tosyl protecting group in the same reaction.…”