69507-81-9Relevant academic research and scientific papers
Formation of 1,3-Oxaselenoles via Pummerer Reaction in Selenium Dioxide Oxidation of Cyclic 1,2- and 1,3-Diketones, and the Preparation of 1,5,5-Trimethyl-7-selenabicycloheptane-2,3-dione
Laitalainen, Tarja,Simonen, Tapio,Kivekaes, Raikko,Klinga, Martti
, p. 333 - 340 (2007/10/02)
4,5,6,7-Tetrahydro-4',4',6,6-tetramethylspiro-2',4,6'-trione and related 1,3-oxaselenole derivatives, and not the previously reported selenoxides of type (1), are formed in the selenium dioxide oxidation of cyclohexane-1,3-diones.The structural assignments were made on the basis of n.m.r. spectroscopy, and in the case of (5), X-ray analysis was undertaken.Oxidation of 3,3,5,5-tetramethylcyclohexane-1,2-dione with selenium dioxide yielded the bis-selenide (9) and the 1,3-oxaselenole (10) along with the usual oxidation products, whereas the oxidation of 3,5,5-trimethylcyclohexane-1,2-dione gave the title, bridged selenabicyclic compound.
