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Updated: Sep 20, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
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Conformational Switch of Benzanilide Derivative Induced by Acid; Effect of Pentafluorobenzoyl Group

Ryu Yamasaki1, Misuzu Harada1, Rino Nagata1

  • 1Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan.

The Journal of Organic Chemistry
|June 8, 2022
PubMed

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
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