104709-56-0Relevant academic research and scientific papers
Microwave-accelerated solvent-free synthesis of thioketones, thiolactones, thioamides, thionoesters, and thioflavonoids
Varma, Rajender S.,Kumar, Dalip
, p. 697 - 700 (2008/02/11)
Formula presented An expeditious, solvent-free, and high yield conversion of ketones, flavones, isoflavones, lactones, amides, and esters to the corresponding thio analogues is described utilizing Lawesson's reagent in a process that circumvents the use of dry solvents and excess of the reagent.
Thiono- and Dithioesters, 47. - α,β-Unsaturated Thiono- and Dithioesters by Condensation Reactions
Hartke, Klaus,Kunze, Olaf
, p. 321 - 330 (2007/10/02)
Condensation of (dimethoxyphosphinyl)thionoacetate 4 (X=O) and -dithioacetate 4 (X=S) with aldehydes, catalysed by aqueous potassium carbonate, leads in a Horner-Wittig reaction to the formation of the α,β-unsaturated thionoesters 5a-o and dithioesters 6a
Methods for Indole Alkaloid Synthesis. A Specific Procedure for Introducing the 6,7 Double Bond into Aspidosperma-Type Alkaloids via Thiolactam Dehydrogenation
Magnus, Philip,Pappalardo, Paul A.
, p. 212 - 217 (2007/10/02)
Tetracyclic amides 6, 14, and 19 were converted into their corresponding thiolactam derivatives 7, 15, and 20 , respectively, by treatment with Lawesson's reagent.When these thiolactams were treated with p-toluenesulfinyl chloride/i-Pr2NEt/(0 deg C) followed by aqueous workup, the α,β-unsaturated thiolactams 8, 16, and 21 were isolated in good to excellent yields.S-Alkylation of the α,β-unsaturated thiolactams followed by reduction with NaBH4 gave the tetracyclic allylic tertiary amines 10, 17, and 22.Dealkylation could only be accomplished for the N-methyl system 22, and only in modest yield.The pentacyclic amide 28 was converted into the thiolactam 29 by treatment with Lawesson's reagent, followed by p-toluenesulfinyl chloride/i-Pr2NEt/65 deg C to give the α,β-unsaturated thiolactam 30 (92percent).Extension of this exceptionally mild dehydrogenation procedure to simple monocyclic thiolactams was not successful.A mechanistic rationale for this new procedure is described with an explanation for its unusual selectivity.
A Simple Route to 2-Alkenethioic O-Esters and 2-Alkenedithioic Esters
Hartke, K.,Kunze, O.,Hoederath, W.
, p. 960 - 961 (2007/10/02)
The reaction of the copper(I) derivative of dimethyl methanephosphonic ester with O-alkyl carbonochloridothioates affords O-alkyl (dimethoxyphosphinyl)-thioacetates.These compounds as well as the corresponding dithioesters react with aldehydes in a Horner
