ChemInform Abstract: 2‐Vinylpyrroles and Pyrrolo[3,2‐d]pyrimidines from Direct Addition of Aldehydes to 4‐Amino‐pyrrole‐2‐carboxylate Derivatives.

Abstract

Fused pyrimidine derivatives R 0515 2-Vinylpyrroles and Pyrrolo[3,2-d]pyrimidines from Direct Addition of Aldehydes to 4-Amino-pyrrole-2-carboxylate Derivatives. -Reaction of ureidopyrrole (I) with aromatic aldehydes in the presence of TFA proceeds with cyclization to furnish C-4-substituted pyrrolopyrimidines (III). In contrast, no ring closure is observed in the analogous reaction of 3-N-substituted pyrroles (IV) with aliphatic aldehydes (V). Instead, a variety of vinylpyrroles (VI) is obtained in moderate to good yields. -(FRIDKIN, G.; LUBELL*, W. D.; Org. Lett. 10 (2008) 5, 849-852; Dep. Chem., Univ. Montreal, Montreal, Que. H3C 3J7, Can.; Eng.) -Mischke 31-174