Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2011-01-01

Journal: JOURNAL OF CARBOHYDRATE CHEMISTRY

Included Journals: Scopus、SCIE

Volume: 30

Issue: 2

Page Number: 75-84

ISSN: 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.