74684-90-5Relevant academic research and scientific papers
Hydrozirconation of Thioketones. A Simple, Convenient Entry into a Variety of Organosulfur Compounds. An Intersting Ether Synthesis
Laycock, David E.,Alper, Howard
, p. 289 - 293 (2007/10/02)
Aromatic and aliphatic thioketones undergo hydrozirconation at room temperature with (C5H5)2Zr(H)Cl to give sulfur-zirconium compounds, R2CHSZr(Cl)(C5H5)2.Cleavage of the latter by bromine or N-bromosuccinimide affords sulfenyl bromides, acid chlorides give thioesters, methyloxalyl chloride gives a thiooxalate, methyl vinyl ketone results in the formation of the β-keto sulfide, and carbonylation followed by bromination in alcohol affords the ether.Yery mild conditions are utilized for all of these reactions.Mechanisms are proposed for the interesting ether synthesis.
