The Application of Iron (Iii) Phosphate in the Synthesis of N-Substituted Pyrroles

Abstract

A variety of N-substituted pyrroles have been prepared by reacting 2,5-hexadione with amines or diamines in the presence of iron (III) phosphate at room temperature under solvent-free conditions. The experiment protocol features simple operations, and the products are isolated in high yields (88-99%).

Synthesis and Properties of N-Arylpyrrole-Functionalized Poly(1-hexene-alt-CO)

“…The presence of regularly spaced carbonyls allows the polyketone to be functionalized with an amine via Paal–Knorr condensation . Catalysts can be used to promote mild (room temperature) Paal–Knorr reactions. , Montmorillonite clay, iodine, iron phosphate, microwaves, and various Lewis acids have all previously been used as catalysts or promoters for small-molecule Paal–Knorr condensations. − But even with a catalyst, polymer-based reactions are expected to be more challenging than molecular counterparts. Long polymer chains undergo cyclization at random places along the polymer backbone, leaving randomly spaced ketones trapped between the pyrroles.…”

Recent advances in the synthesis of pharmaceutically active 4-quinolone and its analogues: a review

“…The synthesis of 4-quinolone derivative 122 from arylaminocrotonate 121 through a Conrad–Limpach reaction in the presence of a catalytic amount of iron( iii ) phosphate under refluxing conditions was reported by Samadi et al (Scheme 39a). 79 The reaction was carried out in toluene, ethanol, chloroform and acetonitrile solvents; with the standard reaction protocol, no product was observed. However, when the reaction was carried out in diphenyl ether solvent at room and high temperature, a high yield of product was observed.…”

Asymmetric Synthesis of Spiro[3,2′-morpholine-oxindoles] Derivatives via the [5 + 1] Annulation Reaction

“…1-Methylindoline-2,3-dione ( 1 ) and 2-pyrrolylphenol ( 2 ) were synthesized according to literature procedures …”