Title: New transformations of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones.
Authors: Ghochikyan, T.; Harutyunyan, V.; Samvelyan, M.; Harutyunyan, E.
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.
Subjects: ALKYLATION; TETRAHYDROFURAN; HETEROCYCLIC compounds synthesis; ALKYL bromides; LACTONES; ORGANIC synthesis; SPECTRUM analysis; NUCLEOPHILES; ACETONE
Publication: Russian Journal of Organic Chemistry, 2014, Vol 50, Issue 10, p1456
ISSN: 1070-4280
Publication type: Academic Journal
DOI: 10.1134/S1070428014100108

New transformations of 3-acetyl-5-(alkoxymethyl)tetrahydrofuran-2-ones.

Ghochikyan, T.; Harutyunyan, V.; Samvelyan, M.; Harutyunyan, E.