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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 6
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Original Articles

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

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Pages 638-649 | Received 09 Jul 2017, Published online: 22 Feb 2018
 

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

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.

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