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A superior procedure for the conversion of 3-oxoesters to 3H-1,2-dithiole-3-thiones
β Scribed by Thomas J Curphey
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 52 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The combination of P 4 S 10 , sulfur, and hexamethyldisiloxane converts 3-oxoesters to 3H-1,2-dithiole-3thiones in yields generally superior to those obtained with Lawesson's reagent and without the need for chromatography to remove large amounts of phosphorous-containing byproducts.
π SIMILAR VOLUMES
Reaction of ketones with CS 2 and 2 equivalents of KH in THFΒ±N,N H -dimethylpropyleneurea solution produces the dianions of 3-oxodithioic acids. These dianions are converted in good yield to 3H-1,2dithiole-3-thiones by the sequential action of hexamethyldisilathiane and an oxidizing agent such as he
The reactivity of 5-amino-3H-1,2,4-dithiazole-3-thiones substituted at their amino group and 5-amino-3H-1,2-dithiole-3-thiones substituted at their amino group and C4 toward compounds containing P(III) atoms has been studied. N,N-Disubstituted-N 0 -(3-thioxo-3H-1,2,4-dithiazol-5-yl)methanimidamides
Reacdan of 3-oxo diddoic acids with a canbhtion of hemmcthyhiisi~thianc and N-chlorosuccinimidc in the pnxence of a camlyric amount of imiile brings about oxidative ring closure to 3H-l&ditiib3-thiones. Yieldsvmyfnnnpocctogood.