Highly efficient metal-free one-pot synthesis of α-aminophosphonates through reduction followed by Kabachnik–fields reaction using three-component system

ABSTRACT

One-pot synthesis of α-aminophosphonates directly from aryl nitro compounds, aldehydes/ketones, and diethyl phosphite using sodium dithionite through reduction and followed by Kabachnik–Fields reaction under metal-free conditions is reported. The major advantages are excellent yield, high chemoselectivity, neutral reaction medium, and simple experimental procedure. This methodology consists of the following steps: 1) amine formation from nitro compound, 2) imine formation from amine and aldehyde/ketone, 3) phosphate addition to imine.

GRAPHICAL ABSTRACT

KEYWORDS:

• α-Aminophosphonate
• aldehydes
• diethyl phosphite
• ketones
• nitro compounds
• sodium dithionite

Acknowledgments

One of the author (Murali Krishna Kolli) gratefully acknowledged to Dr. Shambabu Joseph Maddirala and GVK Biosciences Pvt Ltd, Hyderabad for their continues support and motivation.