Carbamoylation of Azomethine Imines via Visible-Light Photoredox Catalysis

Author(s)

Matsuo, Bianca T. ^[1] ; Oliveira, Pedro H. R. ^[1] ; Correia, Jose Tiago M. ^[1] ; Paixao, Marcio W. ^[1]

Affiliation

^[1] Fed Univ Sao Carlos UFSCar, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, BR-13565905 Sao Carlos, SP - Brazil

• Document type: Journal article
• Source: ORGANIC LETTERS; v. 23, n. 17, p. 6775-6779, SEP 3 2021.
• Web of Science Citations: 0

Abstract

A versatile and robust photocatalytic methodology to install the amide functional group into azomethine imine ions is described. This protocol is distinguished by its broad scope and mild reaction conditions, which are well suited for the preparation of structurally complex compounds in the form of amino acids, peptides, and small drug-like molecules. Moreover, the generated pyrazolidinone core could be easily converted into beta-alanine analogues. (AU)

• FAPESP's process: 17/10015-6 - Photocatalysis Applied to the Synthesis of N-heterocycles: New Strategies for Intercepting Radical Intermediates Generated in Processes Promoted by Visible-light-Tris (trimethylsilyl)silane Combination.
• Grantee: José Tiago Menezes Correia
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Grantee: Arlene Gonçalves Corrêa
• Support Opportunities: Research Grants - Research Centers in Engineering Program