Cyclopentanones XIV. The synthesis of a prostanoid synthon starting from 3-alkyl-1,2,4-cyclopentanetriones
โ Scribed by W. van Brussel; J. van Hooland; P. De Clercq; M. Vandewalle
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 2010
- Weight
- 750 KB
- Volume
- 84
- Category
- Article
- ISSN
- 0037-9646
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## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract Available 2โacylaminoโ3,3โdichloroacrylonitriles, when treated with hydrazine hydrate, provide 2โalkylโ or 2โarylโ5โhydrazinoโ1,3โoxazoleโ4โcarbonitriles that readily add alkyl or aryl isothiocyanates and the adducts formed recyclize on heating. Finally, the synthesis results in 5โalkyl
Readily available 2-acylamino-3,3dichloroacrylonitriles are sequentially treated with methyl mercaptoacetate in the presence of sodium methylate and with sulfuric acid to furnish the methyl ester of 7-amino-2-oxo-3H-thieno [2,3-b][1,4]thiazine-6-carboxylic acid. Treating it first with triethyl ortho