73818-82-3Relevant academic research and scientific papers
Reactions of α-hydroxyketene dithioacetals with Lawesson's reagent: An efficient method for the synthesis of α,β-unsaturated dithioesters
Nair, Satheesh K.,Jose, Ann Maria,Asokan
, p. 1261 - 1264 (2007/10/03)
The α-hydroxyketene dithioacetals 2 and 5, obtained from α-oxoketene dithioacetals by the 1,2-reduction or the 1,2-addition of carbon nucleophiles, on treatment with Lawesson's reagent afforded α,β-unsaturated dithioesters 3 and 6 in good yields. Georg Th
Dithio and thiono esters, LX: Addition of dithioic acid dianions to aldehydes and ketones
Rettberg,Wagner,Hartke
, p. 977 - 983 (2007/10/02)
Aliphatic dithiocarboxylic acids such as dithioethanoic acid (1a), dithiopropanoic acid (10a) or 2-methyl-dithiopropanoic acid (10e) react with 2 moles of n-BuLi to form the corresponding dilithium dithioenolates 2a, 11a or 11e. These add to aldehydes and ketones to give the aldol adducts 3a-f and 12a-e. Methylation with methyl iodide leads to the more stable β-hydroxy dithioesters 4 and 13. The esters 4 have been dehydrated to yield the α,β-unsaturated dithioesters 5. Addition of the dilithium dithioenolate 2a to methylvinyl ketone, cyclohexenone or cyclopentenone followed by methylation gives rise to the δ,ε-unsaturated dithioesters 6-8.
Thiono and Dithio Esters, XXII. α,β-Unsaturated Thiono and Dithio Esters
Hoffmann, Rainer,Hartke, Klaus
, p. 919 - 933 (2007/10/02)
α,β-Unsaturated thiono and dithio esters such as O-ethyl thiocinnamate (3), methyl dithiocinnamate (7), O-ethyl thiocrotonate (17), and O,O-diethyl dithiofumarate (28) have been prepared by thiolysis between 20 and - 75 deg C from the corresponding O- or S-alkylated tertiary amides or thioamides.They tend to dimerize in part by cycloadditions.Methyl dithiocrotonate (24) could only be isolated as the endo-dimer 25.
