Synthesis
DOI: 10.1055/a-2655-4585
Paper

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

Abdul Kalam
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
,
Mahima Tiwari
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
,
Gaurav Pawar
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
2   Department of chemistry, Institute for Stem Cell Science and Regenerative Medicine, Bengaluru, India (Ringgold ID: RIN429164)
,
Danaboina Srikanth
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
,
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
,
Nagesh A. Bhale
3   Department of Pharmaceutical Analysis, National Institute of Pharmaceutical Education and Research, Hyderabad, India (Ringgold ID: RIN63547)
,
Amol G. Dikundwar
3   Department of Pharmaceutical Analysis, National Institute of Pharmaceutical Education and Research, Hyderabad, India (Ringgold ID: RIN63547)
,
Madhavi Venkata Yeddanapudi
1   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research Hyderabad, Hyderabad, India (Ringgold ID: RIN231944)
,
4   Department of Chemical Sciences, National Institute of Pharmaceutical Education and Research, Hyderabad, India (Ringgold ID: RIN63547)
› Author Affiliations
Preview

A one-pot, metal-free tandem reductive cyclization of 2-(2-nitrophenyl)quinazolin-4(3H)-one with 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 formation of metal salt by-products thereby simplifying the workup procedures and enabling the isolation of product by simple filtration. Furthermore, ESI-HRMS and DFT studies were conducted for the identification of the key intermediates and to elucidate the proposed reaction mechanism.



Publication History

Received: 23 May 2025

Accepted after revision: 15 July 2025

Accepted Manuscript online:
15 July 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany