An efficient synthesis of functionalized β-amino- and β-hydrazinoalkylphosphonates by three-component reaction between trialkyl phosphites, dialkyl acetylenedicarboxylates and aromatic amines or hydrazines.

Autor: Ranjbar Derranji A; Department of Chemistry, Faculty of Science, Vali-e-Asr University of Rafsanjan, Rafsanjan, 7718897111, Iran., Anary-Abbasinejad M; Department of Chemistry, Faculty of Science, Vali-e-Asr University of Rafsanjan, Rafsanjan, 7718897111, Iran. m.anary@vru.ac.ir., Mohammadi M; Department of Chemistry, Faculty of Science, Vali-e-Asr University of Rafsanjan, Rafsanjan, 7718897111, Iran.
Jazyk: angličtina
Zdroj: Molecular diversity [Mol Divers] 2024 Feb; Vol. 28 (1), pp. 73-83. Date of Electronic Publication: 2023 Jan 06.
DOI: 10.1007/s11030-022-10598-z
Abstrakt: Three-component reaction between trialkyl phosphites, dialkyl acetylenedicarboxylates and aromatic amines afforded β-aminoalkylphosphonate derivatives. Similar reaction between trialkyl phosphites, dialkyl acetylenedicarboxylates and dinitrophenylhydrazine afforded β-hydrazinooalkylphosphonate derivatives. This method includes both the C-N and C-P bond formation in a one pot and single synthetic step in neutral and simple reaction conditions. All reactions were conducted in CH 2 Cl 2 as solvent at room temperature without using any catalyst, and the stable products were obtained in high yields. The structures of all products were proved by 1 H, 13 C and 31 P NMR and IR spectral and elemental analysis data.
(© 2023. The Author(s), under exclusive licence to Springer Nature Switzerland AG.)
Databáze: MEDLINE