Ion Radicals. 46. Reactions of the Adducts of Thianthrene and Phenoxathiin Cation Radicals and Cyclohexene with Nucleophiles
Thianthrene cation radical perchlorate 1a reacts with cyclohexene to give an adduct .Reactions of 2a with CN-, C6H5S-, and I- have been studied in dimethyl sulfoxide (Me2SO) and ethanol at room temperature.Reaction of the analogous adduct of cyclohexene and phenoxathiin cation radical perchlorate 2b with I- in ethanol was also studied.The reactions indicate that the adducts have the trans-1,2 structure and undergo facile substitution (SN2) and subsequent elimination (E2) reactions at room temperature.
Iwai, Kiyoshi,Shine, Henry J.
p. 271 - 276
(2007/10/02)
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