110911-22-3Relevant academic research and scientific papers
PHENYLSULFENYL CHLORIDE/N,N-DIISOPROPYLETHYLAMINE: A USEFUL REAGENT FOR CYCLIC ETHER FORMATION (SULFENYLETHERIFICATION)
Tuladhar, Sudersan M.,Fallis, Alex G.
, p. 523 - 526 (2007/10/02)
A general method for the formation of cyclic ethers and lactones is described.The procedure employs phenylsulfenyl chloride and N,N-diisopropylethylamine to generate an episulfonium ion intermediate from which the cyclic products arise by internal nucleophilic displacement.
CYCLIC ETHER SYNTHESIS: SULFENYLETHERIFICATION WITH BENZENESULFENYL CHLORIDE/N,N-DIISOPROPYLETHYLAMINE AND SULFENATE ESTER CYCLOADDITIONS
Tuladhar, Sudersan M.,Fallis, Alex G.
, p. 1833 - 1837 (2007/10/02)
A general method for the formation of the cyclic ethers 9, 10, 13, 14, 16 and the lactone 30 is described.The procedure employs benzenesulfenyl chloride prepared in situ in acetonitrile and N,N-diisopropylethylamine to generate a thiiranium (episulfonium) ion intermediate from which the cyclic products arise by internal nucleophilic displacement.In the special case of the norbornene alcohols 1 and 2 the oxethanes 5 and 6 are formed by intramolecular sulfenate ester cycloaddition.
