A practical variation on the Paal-Knorr pyrrole synthesis

Béatrice Quiclet-Sire (1) , Leticia Quintero (2) , Graciela Sanchez-Jimenez (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique
2 Centro de Investigacion de la Facultad de Ciencias Quimicas

The radical addition of a-xanthyl ketones to vinyl pivalate gives adducts that are synthetic equivalents of 1,4-ketoaldehydes; treatment with ammonia or primary amines leads to the corresponding pyrroles in high yield.

Béatrice Quiclet-Sire, Leticia Quintero, Graciela Sanchez-Jimenez, Samir Z. Zard. A practical variation on the Paal-Knorr pyrrole synthesis. SYNLETT, 2003, 1, pp.75-78. ⟨10.1055/s-2003-36223⟩. ⟨hal-00954826⟩