α-Methylene-β-lactone, a Novel Heterocyclic Ring System via Deoxygenation of α-Methylene-β-peroxylactones with Triphenylphosphane

✍ Scribed by Prof. Dr. Waldemar Adam; Dipl.-Chem. Ludwig Hasemann; Frank Prechtl

• Book ID: 101555300
• Publisher: John Wiley and Sons
• Year: 1988
• Tongue: English
• Weight: 381 KB
• Volume: 27
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.198815361

✦ Synopsis

system at room temperature. After vacuum distillation for quick separation of tetraglyme and most of the water the volatiles were distilled on a spinning band column. F,S-CH,-SF, was obtained in 70% yield as a colorless liquid, (gas): strong bands at fi=934, 863, 752, 655, 598 c m -' ; MS: m/z 249 ( [ M -Fla, I I% referred to SFF = 100°/o) and lighter fragments. F5S-C=SF3: FsS-CH2-SF5 was passed, in amounts of 1-3 g, through a glass tube filled with KOH at 80°C. The reaction products were frozen out with liquid nitrogen. NMR mointoring revealed completion of the reaction. F<S-C=SF, was obtained as colorless gas in ca. 30% yield, m.p. -130"C, b.p. above room temperature (extrapolated).-19F-NMR: ABICz spectrum,