Ruthenium Complex-Catalyzed N-Heterocyclization. Syntheses of N-Substituted Pyrroles and Pyrrolidines from 1,4-Diols and Primary Amines

Article abstract of DOI:10.1246/bcsj.60.3456

2-Butyne-1,4-diol reacts with aliphatic amines in the presence of a catalytic amount of at 150 deg C to give N-alkylpyrroles in good yields. 1,4-Butanediol reacts with aromatic or aliphatic amines to give N-substituted pyrrolidines in excellent yields; and are the best catalysts for aromatic and aliphatic amines, respectively.The reaction of 2-butene-1,4-diol with alkyl amines gives a 1:1 mixture of N-substituted pyrroles and pyrrolidines in high yield.