Pummerer-type Reaction Research Articles

The oxidation of 4-aza-5-prregnene-3,20-dione with benzeneseleninic anhydride. Formation and decomposition of a selenoxide intermediate

The enamide moeity of the title azasteroid reacted with benzeneseleninic anhydride to afford products derived chiefly from a Pummerer-type reaction at C-6. The intermediate selenoxide was also prepared by oxidation of the corresponding selenide.

Solvolysis of sulphonium biscarbonyl ylides

Sulphonium bismethoxycarbonylmethylides react with acids by a pummerer-type reaction and by nucleophilic substitution on sulphonium salts formed by protonation of the ylides; the product distributions depend on both the ylides and acidity of solvents.