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Doebner‐Miller Reaction
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AbstractThe Doebner–Miller reaction is an acidic condensation between primary aromatic amines (e.g., anilines) and α,β‐unsaturated carbonyl compounds (mostly α,β‐unsaturated aldehydes) to give 2,3‐disubstituted quinolines. The optimal condition of this reaction is to heat the mixture of aniline/aldehyde (1:2) at 100°C for 6 h with hydrochloric acid and zinc chloride; in addition, an oxidizing reagent is also needed in this reaction, such as nitrobenzene. This reaction is generally used for the synthesis of quinolines with substituents on the pyridinoid ring.
Title: Doebner‐Miller Reaction
Description:
AbstractThe Doebner–Miller reaction is an acidic condensation between primary aromatic amines (e.
g.
, anilines) and α,β‐unsaturated carbonyl compounds (mostly α,β‐unsaturated aldehydes) to give 2,3‐disubstituted quinolines.
The optimal condition of this reaction is to heat the mixture of aniline/aldehyde (1:2) at 100°C for 6 h with hydrochloric acid and zinc chloride; in addition, an oxidizing reagent is also needed in this reaction, such as nitrobenzene.
This reaction is generally used for the synthesis of quinolines with substituents on the pyridinoid ring.
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