Work

Synthesis of 3,4‐Dihydroquinazolinones via Base‐Promoted Formal [4 + 2] Cycloadditions

Year: 2025

Type: article

Abstract: 3,4‐dihydroquinazolin‐2( 1H )‐one (3,4‐DHQ) is a key structural motif found in many biologically active molecules. Although several synthetic methods have been developed to date, harsh reaction conditions, and/or metal toxic reagents are often required. In this work, a general, metal‐free methodology for the synthesis of 3,4‐DHQs is described. This novel protocol relies on a formal [4 + 2] cycloaddition of in situ formed aza‐ ortho ‐quinone methides and isocyanates leading to a wide variety of 3,4‐DHQs in yields up to 98%.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70056

Authors: Sergio Torres‐Oya, Manuel A. Fernández‐Rodríguez, Mercedes Zurro

Institution: Universidad de Alcalá

Language: English

Topic: Quinazolinone synthesis and applications

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650