117375-05-0Relevant academic research and scientific papers
A NOVEL SYNTHESIS OF SELENOPHENES
Nakayama, Juzo,Murai, Fumito,Hoshino, Masamatsu,Ishii, Akihiko
, p. 1399 - 1400 (1988)
Reduction of α,α'-diketo selenides with a low-valent titanium reagent usually affords 3,4-dihydroxyselenolanes, from wich the corresponding selenophenes are obtained by acid-catalyzed dehydration.A surprising exception is the formation of 2,4-dihydroy-2,4-di-t-butylselenolane from bis(2-t-butyl-2-oxoethyl) selenide, the former being converted to 2,4-di-t-butylselenophene by acid treatment.
SYNTHESES WITH DIKETO SELENIDES
Nakayama, Juzo,Shibuya, Masahiro,Ikuina, Yoji,Murai, Fumito,Hoshino, Masamatsu
, p. 149 - 156 (2007/10/02)
We report a) a modified synthesis of diketo selenides, b) preparation of 2,5-diacylselenophenes by condensation of diketoselenides with glyoxal, c) preparation of poly-substituted selenophenes by intramolecular reductive coupling reaction of diketo selenides with low-valent titanium reagent under controlled conditions (0 degC) followed by dehydratation of the resulting 3,4-dihydroxyselenolanes, and d) formation of 2,5-dihydroselenophenes and 1,3-dienes by treatment of diketo selenides with the low-valent titanium reagent in refluxing tetrahydrofuran.
