55956-38-2Relevant academic research and scientific papers
A Convenient Method for the Preparation of Bicyclic Dihydro-1,4-dioxins, Dihydro-1,4-oxathiins, Dihydro-1,4-dithiins and Related Compounds
Fjeldskaar, Inger Reidun,Rongved, Paul,Skatteboel, Lars
, p. 477 - 486 (2007/10/02)
Acid catalysed reactions of cyclic α-hydroxy ketones with ethylene glycol, 2-mercaptoethanol and 1,2-ethanedithiol furnished in most cases the corresponding dihydro-1,4-dioxin, dihydro-1,4-oxathiin and dihydro-1,4-dithiin derivatives, respectively, in high yields.Similar reactions of 2-hydroxycyclooctanone and 2-hydroxycyclododecanone with 1,3-propanediol gave the corresponding bicyclic dihydro-1,4-dioxepins as sole products.From 2-hydroxycyclohexanone and 1,3-propanedithiol the corresponding bicyclic dihydro-1,4-dithiepin was obtained.In some cases the reaction gave rise to mixtures of isomeric products.A general mechanism for the reaction is proposed.
