Modification of the swern oxidation: use of a recyclable, polystyrene bound sulfoxide.
A method has been developed for the oxidation of sulfides to sulfoxides on polystyrene resin. The polystyrene bound sulfoxide may be used in Swern oxidation reactions, and the used reagent may be regenerated by oxidation with tert-butylhydrogen peroxide.
Cole
Derek C
DC
Chemical Sciences, Wyeth Research, 401N. Middletown Rd., Pearl River, NY 10965, USA. coledc@wyeth.com
Stock
Joseph R
JR
Kappel
Jo Anne
JA
D000438:Alcohols / Q000737:chemistry*; D001557:Benzenesulfonates / Q000737:chemistry; D002234:Carbodiimides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D011137:Polystyrenes / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry; D013450:Sulfones / Q000737:chemistry; D013454:Sulfoxides / Q000737:chemistry*; D020122:tert-Butylhydroperoxide / Q000737:chemistry
D000438:Alcohols; D001557:Benzenesulfonates; D002234:Carbodiimides; D011137:Polystyrenes; D011422:Propionates; D013440:Sulfides; D013450:Sulfones; D013454:Sulfoxides; C017526:3-methylthiopropionate; C081611:1,3-diisopropylcarbodiimide; D020122:tert-Butylhydroperoxide; C029501:4-toluenesulfonic acid