Synthesis of Enol Lactones of 3-aroyl-2-(Thienylmethylene)-propionic Acids and their Conversion into the Corresponding 4-arylbenzo[b]thiophene-6-carboxylic Acids
✍ Scribed by Guirguis, Nadia R. ;Awad, Boshra M. ;Saad, Hanaa A.
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- English
- Weight
- 555 KB
- Volume
- 1986
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Heterocyclic aldehydes such as 2-thiophenecarbaldehyde (1) condense with 3-aroylpropionic acids 2 or their sodium salts to give the enol lactones 3a-d of 3-aroyl-2-(2-thienylmethy-1ene)propionic acids. Isomerization of 3 ad leads to the corresponding 4-arylbenzo[b]thiophene-6-carboxylic acids 4a-d. The structure of the latter is confirmed by an independent synthesis. Synthese von Enol-Lactonen von 3-Aroyl-2-(thienylmethylen)propionsauren und deren oberfijhrung in die entsprechenden 4-Arylbenzo[b]thiophen-6-carbonsauren Heterocyclische Aldehyde wie 2-Thiophencarbaldehyd (1) kondensieren mit 3-Aroylpropionsauren 2 oder deren Na-Salzen zu den Enol-Lactonen 3ad der 3-Aroyl-2-(2-thienyl-methy1en)propionsauren. Lsomerisierung von 3 ad fiihrt zu den entsprechenden 4-Arylbenzo[b]thiophen-6-carbonsauren 4a -d, deren Struktur durch unabhangige Synthese bestatigt wurde.