The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. [1][2] The reaction was discovered in 1883 by Emil Fischer. Today antimigraine drugs of the triptan class are often synthesized by this method.

Fischer Indole Synthesis The conversion of aryl hydrazones to indoles; requires elevated temperatures and the addition of Brønsted or Lewis acids. Some interesting enhancements have been published recently; for example a milder conversion when N -trifluoroacetyl enehydrazines are used as substrates.

The synthesis of Fischer indole is an organic reaction used by an acid catalyst to convert phenyl hydrazine and an aldehyde or ketone to an indole. By the acid catalysed reaction of the hydrazine with the carbonyl, the cycle starts with the formation of a phenylhydrazone.

The Fischer indole synthesis is the condensation of a substituted phenylhydrazine and a carbonyl compound under acidic conditions to afford an indole. Generated by , an expert-curated chemistry database. Conversion of aldehydes or ketones and aryl hydrazones to indoles using Bronsted or Lewis acids at elevated temperature.

Applications of the Fischer indole synthesis abound in total synthesis; a recent example can be found in Garg's synthesis of aspidophylline . Here, the intermediate indolenine 1 is prevented from aromatization by the absence of an α-proton; instead, the pendant alcohol released by lactone methanolysis can add to the imine , giving the required ...

Definition: What is Fischer Indole Synthesis? The Fischer indole synthesis is an organic reaction used to convert a phenylhydrazine and an aldehyde or ketone to an indole using an acid catalyst, like Brønsted or Lewis acids.

One of the oldest reactions in organic chemistry, the Fischer Indole synthesis is the condensation of a substituted phenylhydrazine and a carbonyl compound under acidic conditions to produce an aromatic heterocycle indole.

2023年3月1日 · The Fischer indole synthesis involves the reaction of a primary arylamine with an aldehyde or ketone in the presence of an acid catalyst. This acid catalyst can be either a Lewis acid or a Bronsted acid. Lewis acids include zinc chloride, iron chloride and boron trifluoride.

In a new version of the Fischer indole synthesis, primary and secondary alcohols have been catalytically oxidized in the presence of phenylhydrazines and Lewis acids to give the corresponding indoles in one step.

2008年7月17日 · The three-component Fischer indole synthesis from nitrile or carboxylic acids and organometallic reagents allows the rapid synthesis of a variety of arylhydrazones.