Sodium Dithionite-Mediated One-Pot, Tandem Reductive Cyclization of 2-(2-Nitrophenyl)quinazolin-4(3H)-one with Diverse Aldehydes and Glyoxals

Abstract

A one-pot, metal-free tandem reductive cyclization of 2-(2-nitrophenyl)quinazolin-4(3H)-one with a broad range of structurally diverse aldehydes and glyoxals has been developed using sodium dithionite (Na₂S₂O₄) as a cost-effective and environmentally benign reducing agent. The protocol employs green solvents such as ethanol and water, avoiding the formation of metal salt by-products, thereby simplifying the workup procedures and enabling the isolation of the product by simple filtration. To support the proposed reaction mechanism, both ESI-HRMS and Density Function Theory (DFT) studies were carried out for the identification of crucial intermediates and mechanistic elucidation.

Keywords

Green reductant - Sodium dithionite - Reductive cyclization - Easy workup - Low metal waste - One-pot synthesis

Publication History

Received: 23 May 2025

Accepted after revision: 15 July 2025

Accepted Manuscript online:
15 July 2025

Article published online:
19 August 2025

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