266312-18-9

Upstream product

• 153004-74-1 2-(3-methyloxetan-3-ylmethyl)isoindol-1,3-dione 
• 202871-63-4 N-(3-Methyl-oxetan-3-ylmethyl)-benzamide 
• 153209-97-3 (3-methyloxetan-3-yl)methanamine 
• 266312-01-0 N-(3-methyl-oxetan-3-ylmethyl)-N-propyl-benzamide 
• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 

Relevant academic research and scientific papers

Isomerization of cyclic ethers having a carbonyl functional group: New entries into different heterocyclic compounds

Oxiranes (epoxides) and oxetanes having a carbonyl functional group are chemoselectively isomerized to different heterocyclic compounds via Lewis acid-promoted 1,6- and 1,7-intramolecular nucleophilic attacks of the carbonyl oxygen on the electron-deficient carbon neighboring the oxonium oxygen: for example, cyclic imides to bicyclic acetals, esters to bicyclic orthoesters, sec-amides to 4,5-dihydrooxazole or 5,6-dihydro-4H-1,3-oxazines, and tert-amides to bicyclic acetals or azetidines. The intramolecular attack of a 1,5-positioned carbonyl oxygen predominantly results in a propagating-end isomerization polymerization. On the other hand, cyclic ethers having a 1,8- or farther positioned carbonyl group undergo conventional ring-opening polymerization. A tetrahydrofuran (oxolane) ring does not open, even with a 1,6-positioned carbonyl group.