Premium
Iron(III) Chloride‐Catalyzed Direct Sulfonylation of Alcohols with Sodium Arenesulfinates
Author(s) -
Reddy M. Amarnath,
Reddy P. Surendra,
Sreedhar B.
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900905
Subject(s) - chemistry , allylic rearrangement , catalysis , sodium , alcohol , nucleophile , chloride , nucleophilic substitution , iron(iii) chloride , medicinal chemistry , substitution reaction , organic chemistry
A new protocol for the direct sulfonylation of benzylic, allylic and homoallylic alcohols with sodium arenesulfinates is described by using iron(III) chloride as a catalyst and chlorotrimethylsilane as an additive. This method requires no preactivation of alcohols. Surprisingly in the reaction with homoallyl alcohols nucleophilic addition of sulfinate anion, occurs at the terminal double bond instead of nucleophic substitution at the alcohol.