10504-77-5Relevant academic research and scientific papers
Electrophilic Methylthiomethylation of Enol Ethers and Activated Aromatic Compounds. Application of the Former Reaction to the Synthesis of the Macrocycle, 3,3,7,7,11,11,15,15-Octamethyl-1,9-dithia-5,13-diazacyclohexadecane
McCrindle, Robert,McAlees, Alan J.,Stephenson, Donald K.
, p. 3070 - 3073 (2007/10/02)
Enol ethers of dialkylacetaldehydes, either as such, or generated in situ from the corresponding acetals, undergo ready methylthiomethylation when heated with dimethyl sulphoxide-acetic anhydride (or methylthiomethyl acetate) in the presence of boron trifluoride-diethyl ether.These same reagent combinations can be used to methylthiomethylate certain activated aromatic compounds.The synthetic utility of the former reaction is demonstrated in the synthesis of 2,2,6,6-dimethyl-4-thiaheptanedial (4) which has been converted into 3,3,7,7,11,11,15,15-octamethyl-1,9-dithia-5,13-diazacyclohexadecane (7).
