학술논문

New transformations of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones.
Document Type
Article
Source
Russian Journal of Organic Chemistry. Oct2014, Vol. 50 Issue 10, p1456-1464. 9p. 4 Diagrams.
Subject
*ALKYLATION
*TETRAHYDROFURAN
*HETEROCYCLIC compounds synthesis
*ALKYL bromides
*LACTONES
*ORGANIC synthesis
*SPECTRUM analysis
*NUCLEOPHILES
*ACETONE
Language
ISSN
1070-4280
Abstract
Alkylation of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones gave 3-acetyl-5-(alkoxymethyl)-tetrahydrofuran-2-ones containing various substituents in position 3 of the heterocycle. Bromination of the latter afforded 3-(bromoacetyl) derivatives which reacted with various nucleophiles to produce derivatives containing benzimidazole, 2-amino-1,3-thiazole, 3-chloropyridine, and 3,5-dibromopyridine fragments together with the butanolide ring. [ABSTRACT FROM AUTHOR]