Synthesis of α-Aminophosphonates and Related Derivatives; the Last Decade of the Kabachnik-Fields Reaction

Molecules. 2021 Apr 25;26(9):2511. doi: 10.3390/molecules26092511.

Abstract

The Kabachnik-Fields reaction, comprising the condensation of an amine, oxo compound and a P-reagent (generally a >P(O)H species or trialkyl phosphite), still attracts interest due to the challenging synthetic procedures and the potential biological activity of the resulting α-aminophosphonic derivatives. Following the success of the first part (Molecules 2012, 17, 12821), here we summarize the synthetic developments in this field accumulated in the last decade. The procedures compiled include catalytic accomplishments as well as catalyst-free and/or solvent-free "greener" protocols. The products embrace α-aminophosphonates, α-aminophosphinates, and α-aminophosphine oxides along with different bis derivatives from the double phospha-Mannich approach. The newer developments of the aza-Pudovik reactions are also included.

Keywords: Kabachnik–Fields reaction; aza-Pudovik reaction; bis derivatives; catalysts; green methods; phospha-Mannich reaction; α-aminophosphine oxides; α-aminophosphonates.

Publication types

  • Review