Work

Organocatalytic Enantioselective Synthesis of Oxindole‐4‐Aminopyrazolone Derivatives via Mannich Reaction of 3‐Substituted Oxindoles With Pyrazolinone Ketimines

Year: 2025

Type: article

Abstract: ABSTRACT The organocatalyzed Mannich reaction between pyrazolinone ketimines and 3‐aryl‐substituted oxindoles mediated by a hidroquinine‐derived squaramide is reported. This method enables the synthesis of a diverse set of oxindole‐4‐aminopyrazolone derivatives bearing vicinal tetrasubstituted stereocenters, affording products in good yields (up to 95%), with excellent diastereoselectivity (> 20:1) and moderate enantioselectivity (up to 85:15 er) under mild conditions.

Source: Journal of Heterocyclic Chemistry

DOI: 10.1002/jhet.70005

Authors: María E. Molinero, Sandra Tejedor, Laura Martín, Alicia Maestro, José M. Andrés

Institution: Universidad de Valladolid

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,400

Funders: Universidad de Valladolid, Junta de Castilla y León