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Organic Reactions in Water: A Distinct Novel Approach for an Efficient Synthesis of α-Amino Phosphonates Starting Directly from Nitro Compounds

Biswanath Das, Gandham Satyalakshmi, Kanaparthy Suneel and Kongara Damodar

*Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: biswanathdasyahoo.com

B. Das, G. Satyalakshmi, K. Suneel, K. Damodar, J. Org. Chem., 2009, 74, 8400-8402.

DOI: 10.1021/jo901765s (free Supporting Information)


Abstract

A three-component reaction of nitro compounds, carbonyl compounds, and phosphites in the presence of indium in dilute aqueous HCl enables a high-yielding synthesis of α-amino phosphonates at room temperature. This one-pot conversion consists of reduction of nitro compounds to amines, formation of imines, and hydrophosphonylation.

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Key Words

α-Amino Phosphonates, Indium, Multicomponent Reactions


ID: J42-Y2009-3250