130447-48-2Relevant academic research and scientific papers
REACTIONS OF HALOGEN-CONTAINING O-SILYLATED ENOLATES. VII. REACTIONS OF HALOGEN-CONTAINING O-SILYLATED ENOLATES WITH SULFENYL CHLORIDES
Shchepin, V. V.,Petukhova, I. Yu.,Nedugov, A. N.,Vakhrin, M. I.
, p. 1510 - 1514 (2007/10/02)
Reactions of halogen-containing O-silylated enolates with arenesulfenyl chlorides lead to aldehydes and ketones containing halogen atoms and an arylthio group in the α position.Reaction between these reactants is accelerated by change from electron-acceptor to electron-donor substituents both in the silyl ether and in the sulfenyl chloride and by the use of polar solvents.For silyl ethers of enols of aldehydes reaction with sulfenyl chlorides proceeds through the stage of the formation of a halogen-containing 2-arylthio-1-halo-1-(trimethylsiloxy)alkane, which is an intermediate 1,2-addition product.
