Organic reactions in water: a distinct novel approach for an efficient synthesis of alpha-amino phosphonates starting directly from nitro compounds.
A distinct approach for high-yielding synthesis of alpha-amino phosphonates has been discovered through three-component reaction of nitro compounds, aldehydes, or ketones and dialkyl or trialkyl phosphites using indium in dilute aqueous HCl at room temperature. This one-pot conversion consists of the following steps: (i) reduction of nitro compounds to amines, (ii) formation of imines from amines and carbonyl compounds, and (iii) hydrophosphonylation of imines.
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India. biswanathdas@yahoo.com
Biswanath
B
Das
Gandham
G
Satyalakshmi
Kanaparthy
K
Suneel
Kongara
K
Damodar
D009682:Magnetic Resonance Spectroscopy; D009574:Nitro Compounds / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D014867:Water / Q000737:chemistry*
D009574:Nitro Compounds; D063065:Organophosphonates; D014867:Water