ChemInform Abstract: A New Method for the Synthesis of 3‐Pyrrolin‐2‐one Derivatives.

Abstract

A New Method for the Synthesis of 3-Pyrrolin-2-one Derivatives. -It is found that treatment of the keto ester (I) with primary amines and acetyl hydrazine results in formation of pyrrolines of type (III) or (V) depending on the educt ratio used. Reaction of the phenyl analogue (VI) always gives pyrrolines of type (VII). -(KOCHARYAN, S. T.; CHURKINA, N. P.; RAZINA, T. L.; KARAPETYAN, V. E.; OGANDZHANYAN, S. M.; VOSKANYAN, V. S.; BABAYAN, A. T.; Khim.

Organocatalytic Three‐Component Reactions of Pyruvate, Aldehyde and Aniline by Hydrogen‐Bonding Catalysts

“…Accordingly, synthetic efforts have been made towards the construction of this class of molecules. In general, 3‐aminopyrrol‐2‐ones are obtained by the two‐component condensation of anilines with pyrrolidine‐2,3‐diones6c or β,γ‐unsaturated α‐oxo esters 7. As pyrrolidinediones and β,γ‐unsaturated α‐oxo esters are normally prepared from the corresponding aldehydes and pyruvate derivatives, a one‐pot three‐component coupling of aniline, aldehyde and pyruvate would be the ideal process for the synthesis of these targeted lactams.…”

Triethylammonium Hydrogen Sulfate as a Catalyst for the Preparation of 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-one derivatives

“…Previously routes to 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-ones involve two-component condensation of amines with pyrrolidine-2,3-diones 8 and β,γ-unsaturated α-oxo esters 9 or tri-component reaction of amines, aldehydes and pyruvate in the presence of acidic catalysts such as H 2 SO 4 10 and thiourea and phosphoric acid analogues. 11 However, homogeneous liquid acid catalysts suffers from several disadvantages such as high toxicity and also difficulty in separation and recovery.…”