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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 19
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Original Articles

Liquid-Phase Organic Synthesis of Thiazoles Using Poly(ethylene glycol)–Bound Sulfonyl Chloride Resin

, , , &
Pages 3338-3345 | Received 31 Jan 2008, Published online: 12 Sep 2008
 

Abstract

Reaction of poly(ethylene glycol) (PEG)–bound sulfonic acid with thionyl chloride formed difunctionalized PEG-bound sulfonyl chloride, which was treated with α-hydroxyketones, followed by treatment with thioamides in the presence of potassium carbonate, to afford thiazoles in good yields with a facile workup procedure.

ACKNOWLEDGMENT

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

Notes

a Yields refer to the isolated pure products based on PEG-bound disulfonyl chloride.

b With the first regenerated resin.

c With the second regenerated resin.

d With the fourth regenerated resin.

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