9 ‐Fluorenone Catalyzed Visible Light Oxidation of Hydrazides: An Efficient Route for the Synthesis of N,N ′‐Diacylhydrazines Derivatives
Year: 2024
Type: article
Abstract: A visible light‐mediated oxidative coupling of hydrazides into corresponding N,N’‐ diacylhydrazines using a commercially available and low‐cost metal‐free photocatalyst was reported. The versatility of the reaction has been demonstrated across a broad spectrum of functional groups present in hydrazides. Interestingly, the developed methodology was utilized to synthesize symmetrical and unsymmetrical N,N’‐ diacylhydrazines in moderate yields. Density Functional Theory (DFT) calculations, along with control reactions and quenching studies, provide evidence supporting the proposed mechanism, favoring the photoredox pathway. Additionally, NMR and UV‐Vis studies confirmed the generation of H 2 O 2 in the reaction mixture, which strengthens the proposed mechanism. To our knowledge, this is the first report for the conversion of hydrazides to N,N’ ‐diacylhydrazines using 9 ‐fluorenone as an organic photoredox catalyst.
Source: ChemistrySelect
Institution: Goa University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4401750511