119702-44-2Relevant academic research and scientific papers
Electrooxidative pinacol-type rearrangement of β-hydroxy sulfides. Efficient C-S cleavage mediated by chloride ion oxidation
Kimura, Makoto,Kobayashi, Kazutaka,Yamamoto, Yasushi,Sawaki, Yasuhiko
, p. 4303 - 4310 (1996)
Electrooxidation of α-phenyl substituted β-hydroxy sulfides in dichloromethane in the presence of chloride ions as the electrolyte results in a novel pinacol-type rearrangement to give 2-phenyl substituted ketones like 2-phenylcycloalkanone as the ring expansion product. The rearrangement is induced by an electrogenerated chloronium ion, which effects, instead of common C-C scission, a selective C-S cleavage of β-hydroxy sulfides.
SYNTHESIS OF 1,2-GLYCOL MONOETHERS UTILIZING DECARBONYLATION OF α-ALKOXYACID CHLORIDES MEDIATED BY SAMARIUM DIIODIDE
Sasaki, Mitsuru,Collin, Jacqueline,Kagan, Henri B.
, p. 4847 - 4850 (2007/10/02)
A new synthesis of 1,2-glycol monoethers has been achived by utilizing decarbonylation of α-alkoxyacid chlorides mediated by samarium diiodide in the presence of ketones.This one-pot reaction works within a few minutes at room temperature.The structure of α-alkoxyacid chlorides (R2,R3)C(OR1)COCl2 tolerates various substitution patterns (R2=R3=H; R2=H; R3=Me or R2=R3=Me).
