Synthesis of tachrosin, a natural flavone substituted by a novel furanoid ring system

S. Antus, Loránd Farkas, Mihály Nógrádi, P. Sohár

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Tachrosin, 5,7-dimethoxy-8-( 2,3-dihydro-2,2-dimethyl-3-oxofuran-4-y1) flavone (1), was synthesised using the oxidative rearrangement of a 5-aryl-2-hydroxy-pent-4-en-3-one (2) with Tl(NO3)3 in methanol to a 4-aryl-5-methoxytetrahydrofuran-3-one (3) followed by elimination of the elements of methanol to form the dihydrofuranone ring.

Original languageEnglish
JournalJournal of the Chemical Society, Chemical Communications
Issue number19
DOIs
Publication statusPublished - 1974

Fingerprint

flavone
Methanol

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Synthesis of tachrosin, a natural flavone substituted by a novel furanoid ring system. / Antus, S.; Farkas, Loránd; Nógrádi, Mihály; Sohár, P.

In: Journal of the Chemical Society, Chemical Communications, No. 19, 1974.

Research output: Contribution to journalArticle

@article{ede51fc375ba40d29ffd776bbbe80142,
title = "Synthesis of tachrosin, a natural flavone substituted by a novel furanoid ring system",
abstract = "Tachrosin, 5,7-dimethoxy-8-( 2,3-dihydro-2,2-dimethyl-3-oxofuran-4-y1) flavone (1), was synthesised using the oxidative rearrangement of a 5-aryl-2-hydroxy-pent-4-en-3-one (2) with Tl(NO3)3 in methanol to a 4-aryl-5-methoxytetrahydrofuran-3-one (3) followed by elimination of the elements of methanol to form the dihydrofuranone ring.",
author = "S. Antus and Lor{\'a}nd Farkas and Mih{\'a}ly N{\'o}gr{\'a}di and P. Soh{\'a}r",
year = "1974",
doi = "10.1039/C3974000799a",
language = "English",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "19",

}

TY - JOUR

T1 - Synthesis of tachrosin, a natural flavone substituted by a novel furanoid ring system

AU - Antus, S.

AU - Farkas, Loránd

AU - Nógrádi, Mihály

AU - Sohár, P.

PY - 1974

Y1 - 1974

N2 - Tachrosin, 5,7-dimethoxy-8-( 2,3-dihydro-2,2-dimethyl-3-oxofuran-4-y1) flavone (1), was synthesised using the oxidative rearrangement of a 5-aryl-2-hydroxy-pent-4-en-3-one (2) with Tl(NO3)3 in methanol to a 4-aryl-5-methoxytetrahydrofuran-3-one (3) followed by elimination of the elements of methanol to form the dihydrofuranone ring.

AB - Tachrosin, 5,7-dimethoxy-8-( 2,3-dihydro-2,2-dimethyl-3-oxofuran-4-y1) flavone (1), was synthesised using the oxidative rearrangement of a 5-aryl-2-hydroxy-pent-4-en-3-one (2) with Tl(NO3)3 in methanol to a 4-aryl-5-methoxytetrahydrofuran-3-one (3) followed by elimination of the elements of methanol to form the dihydrofuranone ring.

UR - http://www.scopus.com/inward/record.url?scp=37049139060&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=37049139060&partnerID=8YFLogxK

U2 - 10.1039/C3974000799a

DO - 10.1039/C3974000799a

M3 - Article

AN - SCOPUS:37049139060

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 19

ER -