Fluorinated NH-iminophosphonates in synthesis of biorelevant α-aminophosphonic acids derivatives

Autor: Yulia Rassukana, Ivanna Yelenich, Petro Onysʹko
Rok vydání: 2022
Zdroj: Ukr. Bioorg. Acta 2022, Vol. 17, N1. 17:101-104
ISSN: 1814-9766
1814-9758
DOI: 10.15407/bioorganica2022.01.101
Popis: Reactions of (poly)fluoroalkylated NH-iminophosphonates with nitromethane, trimethylsilylcyanide, and diphenylphosphine oxide lead to respective fluorinated β-nitro-α-aminophosphonates, α-cyano-α-aminophosphonates, and heminal bisphosphonates. Reaction with 3-aminocrotonitrile 5 proceds at the β-position of enamine. In the case of α-imino chlorodifluoroethylphosphonate 1c the reaction is accompanied by an unusual nucleophilic substitution of the chlorine atom in CF2Cl group with the formation of pyrroline bearing a difluoromethylated aminophosphonate moiety
Databáze: OpenAIRE