Solid-Phase Synthesis of (E)-3-Substituted Acrylonitriles from Polystyrene-Supported α-Selenoacetonitrile

Abstract

A facile method for solid-phase organic synthesis of (E)-3-substituted acrylonitriles in good yields using polystyrene-supported α-selenoacetonitrile has been developed. The advantages of this method include straightforward operation, lack of odor, good stability, and high purity of the products.

Keywords:

• (E)-3-Substituted acrylonitrile
• polystyrene-supported α-selenoacetonitrile
• solid-phase organic synthesis

ACKNOWLEDGMENT

We gratefully acknowledge financial support from the National Natural Science Foundation (NSF) of China (No. 20562005) and NSF of Jiangxi Province (Nos. 2008GZH0029 and 2007GZW0185) and the Research Program of Jiangxi Province Department of Education (No. GJJ08165).

Notes

^a Yields were based on the functional loading of resin 3 (1.22 mmol N/g).

^b Purities of crude products were determined by HPLC.

^c Obtained from the third regenerated resin 1.

^d Obtained from the fourth regenerated resin 1.