169ChemInform Abstract A novel and improved method for the preparation of the 3-(5-aryl-2-furyl)acrylic acids (III) is described. This method works under much milder conditions as compared to the earlier reported Perkin procedure. The acids (III), on reaction with the diazonium salts (IV), spontaneously eliminate CO2 (and N2) to give the 5-aryl-2-styrylfurans (V). The arylation of 3-(2-furyl)acrolein (VI) proceeds regioselectively to yield the 5-aryl derivatives (VII) along with minor amounts of the acids (III). The structures of the products (III), (V) and (VII) are elucidated mainly by 1H NMR spectroscopy.
Thiazole derivatives with 4-amino substituents are comparatively inaccessible [1]. We have developed a simple method for the synthesis of such compounds based on products from the thiocyanoarylation of acrylonitrile (Ia,b). cx-Thiocyanatonitriles add hydrogen bromide to cyclize readily to thiazole derivatives (IIa,b):
Die Aryldiazoniumsulfate (I) reagieren mit Divinyl (II) in Gegenwart von CuSO und FeSO4 in wäßrigem Aceton bei ‐5°C bis 0°C und pH 5‐7 (NaHCO3‐Zusatz) zu Gemischen der Arylbutenole (III) und (IV).
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