A short, convenient route to 3‐aryl‐4‐isothiazolecarboxylates is described in which aryl Grig‐nard reagents are added to the magnesium etiolate of ethyl cyanoacetete, and the resultant β‐aminocinnamates are converted via a Vilsmeier‐Haack reaction, thiation, and oxidation to the isothiazolecarboxylates.
Aus Amiden (I) und Chlorcarbonyl‐sulfenylchlorid (II) entstehen die cyclischen Kondensate (III), die thermisch unter intermediärer Bildung von Nitrilsulfiden mit Acetylendicarbonester (IV) zu den Addukten (V) führen.Diese werden zu (VI) verseift, zu (VII) decarboxyliert und zu (VIII) verestert.
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