Synthesis of phosphonates in a continuous flow manner

Abstract

The synthesis of dialkyl H-phosphonates and α-aminophosphonates was studied in a continuous flow microwave reactor. Depending on the conditions, the alcoholysis of dialkyl H-phosphonates could be fine-tuned towards the mixed and the fully transesterified products. The continuous flow synthesis of α-aryl-α-aminophosphonates was elaborated utilizing the aza-Pudovik reaction of imines and dialkyl H-phosphonates, as well as the by the Kabachnik-Fields condensation of primary amines, benzaldehyde and > P(O)H reagents.

GRAPHICAL ABSTRACT

KEYWORDS:

• Dialkyl H-phosphonates
• α-aminophosphonates
• alcoholysis
• Kabachnik-Fields reaction
• Pudovik reaction
• continuous flow reactor

Additional information

Funding

The project was supported by the Hungarian Research Development and Innovation Fund (FK123961 and K119202), the National Research, Development and Innovation Fund of Hungary in the frame of FIEK_16-1-2016-0007 (Higher Education and Industrial Cooperation Center) project, and in part (E.B.) by the János Bolyai Research Scholarship of the Hungarian Academy of Sciences.