A simple protocol for the synthesis of α-substituted phosphonates

GRAPHICAL ABSTRACT

ABSTRACT

An efficient, easy-to-handle, and mild substitution reaction approach has been developed for the synthesis of phosphonate derivatives, which are very important in the field of industrial, agricultural, and medicinal chemistry. A large number of nucleophiles, including arylamines, alkylamines, heteroarylamines, primary amines and secondary amines, sulfides, and carbides were attempted to react with α-tosyloxyphosphonate 1. The reaction proceeded under catalyst-free and neat conditions and the corresponding phosphonates 2 were afforded in good yields.

KEYWORDS:

• α-substituted phosphonate
• p-toluenesulfonyl chloride
• catalyst-free
• substitution reaction

Funding

We are grateful for the financial support from Specialized Research Fund for the Doctoral Program of Higher Education (Grant No. 20120143120014) and Fundamental Research Funds for the Central Universities (WUT: 2014-zy-219).