Synthesis of Imidazolidinone-Fused 3,1-Benzoxazines via One-Pot Multicomponent Reactions
Abstract
A novel palladium-catalyzed one-pot multicomponent reaction has been developed for the efficient synthesis of imidazolidinone-fused 3,1-benzoxazine derivatives from simple and readily available starting materials, including 2-aminoarylmethyl alcohols, ethyl glyoxylate, and amines. Notably, this transformation proceeds under mild conditions with a broad substrate scope, high trans- selectivity, and operational simplicity. The method enables the efficient construction of five new bonds and two ring moieties in one pot process, offering straightforward access to structurally diverse polycyclic fused 3,1-benzoxazine derivatives. Density functional theory (DFT) calculations were employed to elucidate the reaction mechanism and rationalize the observed trans -selectivity. Preliminary biological evaluations revealed promising antifungal activity in selected derivatives.
Fields of Study & Subjects
Multicomponent Synthesis of Heterocycles
Phenothiazines and Benzothiazines Synthesis and Activities
Quinazolinone synthesis and applications
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 4
- Pages
- 1513–1527
- Publication date
- 14 January 2026
- Language
- EN