Reaction of alpha-amido sulfones with nitro ketals promoted by KF on alumina provides the corresponding adducts which, upon treatment with p-toluenesulfonic acid, generate the corresponding N-alkoxycarbonyl-2,5-disubstituted pyrroles. The latter transformation involves a cascade process including ketal cleavage, ring closure and final aromatization by nitrous acid elimination.
Reaction of alpha-amido sulfones with functionalized nitrocompounds: a new two-step synthesis of Nalkoxycarbonyl-2,5-disubstituted pyrroles
BALLINI, Roberto;GABRIELLI, Serena;PALMIERI, Alessandro;PETRINI, Marino
2014
Abstract
Reaction of alpha-amido sulfones with nitro ketals promoted by KF on alumina provides the corresponding adducts which, upon treatment with p-toluenesulfonic acid, generate the corresponding N-alkoxycarbonyl-2,5-disubstituted pyrroles. The latter transformation involves a cascade process including ketal cleavage, ring closure and final aromatization by nitrous acid elimination.File in questo prodotto:
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