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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 23
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Original Articles

Solid-Phase Organic Synthesis of Vinyl-Substituted 1,3,4-Oxadiazoles Using Polymer-Bound α-Selenopropionic Acid

, , , &
Pages 4240-4249 | Received 25 Feb 2008, Published online: 31 Oct 2008
 

Abstract

Vinyl-substituted 1,3,4-oxadiazoles can be efficiently synthesized through acylation, cyclocondensation, and oxidation–elimination reaction from polystyrene-supported α-selenopropionic acid and acid hydrazides. This new solid-phase organic synthesis method could provide the target compounds in good yield and purity, with advantages of decreased volatility and simplification of workup procedure.

ACKNOWLEDGMENT

We gratefully acknowledge financial support from the National Natural Science Foundation of China (No. 20562005) and NSF of Jiangxi Province (Nos. 0620021 and 2007GZW0185).

Notes

a Overall yields based on polystyrene-supported α-selenopropionic acid 2 (1.20 mmol COOH/g).

b Determined by HPLC (high-performance liquid chromatography) of crude cleavage product (λ = 254 nm).

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