Journal of Carbohydrate Chemistry p. 75 - 84 (2011)
Update date:2022-08-17
Topics:
Huo, Shiyong
Li, Yueqing
Liang, Chaoyan
Liu, Jihong
Zhao, Weijie
The nucleophilic substitution reaction of carbohydrate imidazole-1- sulfonates with pyrrole and other nitrogen heterocyclic compounds is reported for the first time. Several novel N-carbohydrate-derived heterocyclic compounds have been prepared by this displacement reaction. The desired carbon-nitrogen bond formation proceeds under mild conditions to generate the coupling products in good yields with readily available and inexpensive reagents. This method is particularly suitable for carbohydrate imidazole-1-sulfonates of primary alcohols. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the free supplemental file. Taylor & Francis Group, LLC.
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