摘要 |
PURPOSE:To obtain the titled compound useful as a synthetic intermediate for antibacterial agent, etc., with simple procedure in high yield, by oxidizing beta-phenylthio-gamma-butyrolactone compound and subjecting the product to Pummerer rearrangement reaction. CONSTITUTION:A compound of formula I [R is (halogen or lower alkyl- substituted) phenyl] (e.g. beta-phenylthio-gamma-butyrolactone) is oxidized with an oxidizing agent (e.g. m-chlorobenzoic acid) in a solvent (e.g. dichloromethane) in nitrogen stream preferably at -20--70 deg.C to obtain a sulfoxide compound of formula II. The product is, without purification, subjected to Pummerer rearrangement reaction with trifluoroacetic acid anhydride e.g. in nitrogen stream in the presence of catalytic amount of p-toluenesulfonic acid in a solvent (e.g. toluene) preferably at 30-35 deg.C for about 2hr and then at 60-70 deg.C for 3hr under agitation.
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