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The reaction of perfluoroalkanesulfinates VII. Fenton reagent‐initiated addition of sodium perfluoroalkanesulfinates to alkenes
Author(s) -
Huang WeiYuan,
Lü Long
Publication year - 1992
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19920100413
Subject(s) - chemistry , reagent , sodium azide , yield (engineering) , adduct , catalysis , sodium , medicinal chemistry , organic chemistry , metallurgy , materials science
The addition of sodium perfluoroalkanesulfinates (R F SO 3 Na) to various olefins (CH 2 =CHR) initiated by Fenton reagent (Fe 2+ ‐H 2 O 3 ) in the presence of sodium azide gave the adducts R F CH 3 ‐CHN 3 R in good yield. A radical mechanism was proposed based on the EPR and other evidences. The adducts were readily reduced through catalytic hydrogenation to give the corresponding amines R F CH 2 CH(NH 3 )R in high yield. The reaction represents a convenient and effective route to these useful organofluorine compounds.