Sun Ran, L. Qun, Yuan Haifeng
Aug 1, 2005
Citations
0
Influential Citations
4
Citations
Journal
Chinese Journal of Chemistry
Abstract
α-Oxo ketene dithioacetals, methyl 2-(1,3-dithian/dithiolan-2-ylidene)-3-oxobutanoate (2a/2b) prepared in nearly quantitative yields simply from methyl acetylacetate, carbon disulfide and 1,3-dibromopropane/1,2-dibro- moethane in the presence of potassium carbonate, were investigated in the thioacetalization with various carbonyl compounds 3. It has been demonstrated that methyl 2-(1,3-dithian-2-ylidene)-3-oxobutanoate (2a) could act as a nonthiolic, odorless and practical thioacetalization reagent. A range of aldehydes and ketones 3 were converted into the corresponding dithioacetals 4 in high yields (up to 91%) in the presence of 2a. Moreover, 2a showed high chemoselectivity between aldehyde and ketone in thioacetalization.