Phosphonylation of 3-Substituted 2H-Benzo[b][1,4]oxazin-2-ones and Quinoxalin-2(1H)‑ones with Dialkylphosphites Under mild Conditions: Access to Diverse Heterocyclic α-Aminophosphonates
An efficient protocol for the phosphonylation of 3-substituted quinoxalin-2(1H)‑ones and 2H-benzo[b][1,4]oxazin-2-ones with dialkylphosphites has been developed. This method provides a novel and more sustainable approach to access structurally diverse quaternary heterocyclic α-aminophosphonates in good yields under solvent and metal-free conditions. Additionally, we report the phosphonylation of 3,4-dihydroquinoxalin-2(1H)-one via the corresponding N-acyl iminium ion, providing efficient access to (1,2,3,4-tetrahydroquinoxalin-2-yl)phosphonate in good yield.
Authors
- Mario Ordóñez (ORCID: https://orcid.org/0000-0001-9395-7079)
- Itzel Bernal-Evangelista
- Ivan Romero-Estudillo
- Rubén Oswaldo Argüello-Velasco
Institutions
- Universidad Autónoma del Estado de Morelos (MX)
Publication Details
- Journal
- Synthesis
- Published
- 2026-03-27
- DOI
- https://doi.org/10.1055/a-2844-1923
- Primary Topic
- Organophosphorus compounds synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00