Catalyst- and Solvent-Free Hydrophosphorylation of Ketones with Secondary Phosphine Oxides: Green Synthesis of Tertiary α-Hydroxyphosphine Oxides

Synthesis DOI: 10.1055/s-0040-1707945 Tertiary α-hydroxyphosphine oxides have been synthesized via the catalyst- and solvent-free reaction between available secondary phosphine oxides and aliphatic, aromatic and heteroaromatic ketones at 20–62 °C in near to 96–98% yield. The developed method meets the requirements of green chemistry and the PASE (pot, atom, step economy) paradigm. According to quantum-chemical calculations at the B3LYP/6-311++G(d,p) level, the synthesized hydroxyphosphine oxides feature a weak (≈3 kcal·mol–1) O−H···O=P intramolecular hydrogen bond. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text

Source: Synthesis - April 21, 2020 Category: Chemistry Authors: Gusarova, Nina K. Ivanova, Nina I. Khrapova, Kseniya O. Volkov, Pavel A. Telezhkin, Anton A. Larina, Lyudmila I. Afonin, Andrei V. Pavlov, Dmitry V. Trofimov, Boris A. Tags: paper Source Type: research