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Indexed by:期刊论文

Date of Publication:2011-01-01

Journal:JOURNAL OF CARBOHYDRATE CHEMISTRY

Included Journals:SCIE、Scopus

Volume:30

Issue:2

Page Number:75-84

ISSN No.:0732-8303

Key Words:Carbohydrates; Heterocycles; Nucleophilic substitution; Imidazole-1-sulfonates

Abstract: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.