116205-05-1Relevant articles and documents
Insertion of Carbon Monoxide into Allylic Carbon-Sulfur Bonds Catalyzed by Palladium and Ruthenium Complexes
Crudden, Cathleen M.,Alper, Howard
, p. 5579 - 5587 (1995)
The metal complex-catalyzed insertion of carbon monoxide into the C-S bond of various allylic sulfides affords thioesters in up to 88percent yield.The reaction is catalyzed by various palladium complexes, with concomitant isomerization of the olefin into conjugation with the carbonyl group.In these cases, only the trans isomer was detected by 1H NMR spectroscopy.Ruthenium complexes also catalyzed the carbonylation but the initially formed β,γ-thioester was not isomerized.
Meyer-Schuster Rearrangement of γ-Sulfur-Substituted Propargyl Alcohols: A Convenient Synthesis of α,β-Unsaturated Thioesters
Yoshimatsu, Mitsuhiro,Naito, Motoyo,Kawahigashi, Masataka,Shimizu, Hiroshi,Kataoka, Tadashi
, p. 4798 - 4802 (2007/10/02)
γ-Sulfur-substituted propargyl alcohols 1a-e and 1ij reacted with polyphosphoric acid trimethylsilyl ester (PPSE) to give the α,β-unsaturated thioesters 3a-e and 3ij in good yields.However, the reactions of 3,3-dibutyl-1-(phenylthio)propargyl alcohol (1k) and 1-(phenylthio)ethynyl-1-cycloalkanols 1l-n with PPSE gave the enyne sulfides 2k-n exclusively.