24420-52-8Relevant academic research and scientific papers
Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1,3-dioxane-4,6-dione series
Nikolaev,Shevchenko,Platz,Khimich
, p. 815 - 827 (2006)
Photochemical decomposition of 2,2-dialkyl-5-diazo-1,3-dioxane-4,6-diones in the presence of pyridine, methanol, or dimethyl sulfide as carbene traps involves mainly the Wolff rearrangement which is likely to follow a concerted pattern, while the yield of the "carbene" products does not exceed 27-28%. No carbene intermediates are formed in the photolysis of the corresponding dioxo sulfonium ylides under analogous conditions, and the main photochemical process is 1,2-methyl shift (Stevens rearrangement), followed by photochemical transformations of the primary products according to the Norrish type II pattern. Pleiades Publishing, Inc., 2006.
REACTIVITY OF CYCLOOCTENE DERIVED EPISULFONIUM IONS TOWARD NUCLEOPHILES AND THE COURSE OF SULFENYL HALIDE ADDITION TO CYCLOOCTENE
Gybin, A. S.,Smit, W. A.,Krimer, M. Z.,Zefirov, N. S.,Novgorodtseva, L. A.,Sadovaya, N. K.
, p. 1361 - 1366 (2007/10/02)
The reactions of the stable S-methylepisulfonium ions derived from cis-cyclooctene with various nucleophiles were found to proceed mainly as the attack at C atom of episulfonium ring in contrast to the previous data of Helmkamp et al.The course of the RSCl AdE-reaction with cyclooctene under the conditions of increased polarity corresponded to the formation of intermediates closely related to episulfonium ions.Transannular 1,5-hydride shift was observed for the reaction of 2,4-dinitrobensenesulfenyl dervatives with cis-cyclooctene.
