Alcoholysis Versus Fission of the Ester Group During the Reaction of Dialkyl Phenylphosphonates in the Presence of Ionic Liquids

Autor: László Drahos, Nikoletta Harsági, Nóra Zsuzsa Kiss, Petra Regina Varga, Csilla Bertha, György Keglevich, Réka Henyecz, Péter Ábrányi-Balogh
Rok vydání: 2021
Předmět:
Zdroj: Current Organic Chemistry. 25:842-848
ISSN: 1385-2728
DOI: 10.2174/1385272825666210212115649
Popis: In the microwave-assisted alcoholysis of dialkyl phenylphosphonates performed in the presence of suitable ionic liquids, such as [bmim][BF4] or [bmim][PF6], affording the phosphonate with mixed alkoxy groups and the fully transesterified product, the fission of the phosphonate function to the ester-acid or diacid moiety was inevitable. Moreover, in the presence of [emim][HSO4], the reaction could be performed to afford the phosphonic esteracid with a selectivity of 66% and the diacid with a selectivity of 97%. The ester-acids provided by the new protocol may be valuable intermediates.
Databáze: OpenAIRE