Search results
Results from the WOW.Com Content Network
The formation of the quinoline product is influenced by the interaction of both steric and electronic effects.In a recent study, Sloop [8] investigated how substituents would influence the regioselectivity of the product as well as the rate of reaction during the rate-determining step in a modified Combes pathway, which produced trifluoromethylquinoline as the product.
The Skraup synthesis is a chemical reaction used to synthesize quinolines.It is named after the Czech chemist Zdenko Hans Skraup (1850-1910). In the archetypal Skraup reaction, aniline is heated with sulfuric acid, glycerol, and an oxidizing agent such as nitrobenzene to yield quinoline.
The Knorr quinoline synthesis is an intramolecular organic reaction converting a β-ketoanilide to a 2-hydroxyquinoline using sulfuric acid. This reaction was first described by Ludwig Knorr (1859–1921) in 1886 [1] Knorr quinoline synthesis. The reaction is a type of electrophilic aromatic substitution accompanied by elimination of water.
The mechanism for the Gould–Jacobs reaction begins with a nucleophilic attack from the amine nitrogen follows by the loss of ethanol to form the condensation product. A 6 electron cyclization reaction with the loss of another ethanol molecule forms a quinoline (ethyl 4-oxo-4,4a-dihydroquinoline-3-carboxylate).
Combes quinoline synthesis; Conia reaction; ... Nozaki–Hiyama–Kishi reaction; Nucleophilic acyl substitution; O. Ohira–Bestmann reaction; Olah reagent;
Adding phosphorus oxychloride to the reaction mixture mediates a condensation to make both isomers of an important precursor to an important α 1-adrenoreceptor antagonist. [8] When the 3 position of an arylketone is substituted, it has been shown that a Niementowski-type reaction with propionic acid can produce a 4-hydroxyquinoline with 2 ...
The overall reaction type is a combination of both an addition reaction as well as a rearrangement reaction. This reaction was discovered by Max Conrad (1848–1920) and Leonhard Limpach (1852–1933) in 1887 while they were studying the synthesis of quinoline derivatives. [1] [2] The Conrad-Limpach synthesis
The reaction of isatin with a base such as potassium hydroxide hydrolyses the amide bond to give the keto-acid 2. This intermediate can be isolated, but is typically not. A ketone (or aldehyde) will react with the aniline to give the imine (3) and the enamine (4). The enamine will cyclize and dehydrate to give the desired quinoline (5).