Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 3-Hydroxy-3-phenylpropanenitrile, is researched, Molecular C9H9NO, CAS is 17190-29-3, about Benzenesulfonylnitrile oxide: a useful intermediate for the syn-cyanohydroxylation of alkenes.SDS of cas: 17190-29-3.
A general procedure allowing the syn-cyanohydroxylation of alkenes is presented. Generation of PhSO2CNO (I) in the presence of alkenes affords 3-(phenylsulfonyl)isoxazolines. Even Me2C:CMe2 undergoes cycloaddition Treatment of the cycloadducts with 2% Na amalgam results in ring fragmentation completing the syn-cyanohydroxylation process. Treatment of the cycloadducts with strong nucleophiles (LiOMe, NaCN or NaBH4) results in substitution of the phenylsulfonyl group. This latter process, in conjunction with the initial cycloaddition, allows the use of I as a synthetic equivalent of other nitrile oxides.
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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics