10548-84-2Relevant academic research and scientific papers
Evidence for a Radical Chain Mechanism for the Knabe Reaction of 1,2-Dihydro-2-methylpapaverine
Langhals, Elke,Langhals, Heinz,Ruechardt, Christoph
, p. 1436 - 1454 (2007/10/02)
A free radical chain mechanism is proposed for the Knabe reaction and the accompanying elimination reaction on account of their nonintegral reaction order and of successful inhibition experiments. 3,4-Dimethoxybenzyl radicals are the chain carrying species.Battersby's synthesis of N-methylpavine (19) from 1,2-dihydro-2-methylpapaverine (9) is dependent on the presence of formic acid as radical chain inhibitor.In the presence of inhibitors 1-benzyl-1,4-dihydro-2-methylisoquinolinium ions like 10 are persistent species whose chemistry can now be investigated.
A Simple Synthesis of 3-Methoxypyridine and of Analogues by Alkylation Reactions
Finkentey, Christel,Langhals, Elke,Langhals, Heinz
, p. 2394 - 2397 (2007/10/02)
Solid potassium hydroxide in dimethylsulfoxide has high basicity but only low nucleophilicity and is used as a base for the methylation of 3-hydroxypyridine (1) and of analogues with methyl iodide.The reaction is not interferred by the addition of small amounts of water and gives yields of 40 percent for the reaction of 1 and up to 100 percent for analogues.The described reagent therefore may be an alternative to lithium diisopropylamide.
QUELQUES ASPECTS DE LA REACTIVITE DE L'α-CHLORO α-ETHOXYMETHYLTRIBUTYLETAIN: ETHERIFICATION REDUCTRICE DES ALDEHYDES AROMATIQUES ET MISE EN EVIDENCE DE FORMYLTRIBUTYLETAIN LORS DE LA REACTION D'HYDROLYSE
Quintard, Jean-Paul,Elissondo, Bernard,Mouko-Mpegna, David
, p. 175 - 188 (2007/10/02)
α-Chloro-α-ethoxymethyltributyltin reacts with aromatic aldehydes and leads to benzyl ethyl ethers with formation of tributyltin chloride and carbon monoxide.Analogously the formation of ethoxymethyltributyltin and tributyltyn chloride on hydrolysis of this new organometallic reagent is explained by a process involving formyltributyltin as an unstable intermediate.This explanation is supported by the observation of an electronic spectrum between 350 and 450 nm during the hydrolysis.
