Flavonoids, 401 1 Part 39. see ref. 1. Synthesis of 3-alkyl- and -arylthioflavanones and their transformations into sulfur-containing flavonoids

T. Patonay, Erzsébet Patonay-Péli, György Litkei

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

trans-3-Mesyloxyflavanones 1 were converted into cis- and trans-3-(alkylthio)- and -(phenylthio) flavanones 2-4 by nucleophilic substitution reaction with thiols or thiolates. Flavanones 2-4 were useful intermediates in the synthesis of various sulfur-containing derivatives; flavanones, flavones and dihydrochalcones possessing alkyl- or arylthio, -sulfinyl and -sulfonyl group. Oxidation of cis- and trans- isomers of 4 led to completely different products.

Original languageEnglish
Pages (from-to)1827-1834
Number of pages8
JournalTetrahedron
Volume43
Issue number8
DOIs
Publication statusPublished - 1987

Fingerprint

Flavanones
Sulfur
Flavonoids
Flavones
Sulfhydryl Compounds
Isomers
Substitution reactions
Derivatives
Oxidation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Flavonoids, 401 1 Part 39. see ref. 1. Synthesis of 3-alkyl- and -arylthioflavanones and their transformations into sulfur-containing flavonoids. / Patonay, T.; Patonay-Péli, Erzsébet; Litkei, György.

In: Tetrahedron, Vol. 43, No. 8, 1987, p. 1827-1834.

Research output: Contribution to journalArticle

@article{c3990cb730d946df99d1de8db874dc52,
title = "Flavonoids, 401 1 Part 39. see ref. 1. Synthesis of 3-alkyl- and -arylthioflavanones and their transformations into sulfur-containing flavonoids",
abstract = "trans-3-Mesyloxyflavanones 1 were converted into cis- and trans-3-(alkylthio)- and -(phenylthio) flavanones 2-4 by nucleophilic substitution reaction with thiols or thiolates. Flavanones 2-4 were useful intermediates in the synthesis of various sulfur-containing derivatives; flavanones, flavones and dihydrochalcones possessing alkyl- or arylthio, -sulfinyl and -sulfonyl group. Oxidation of cis- and trans- isomers of 4 led to completely different products.",
author = "T. Patonay and Erzs{\'e}bet Patonay-P{\'e}li and Gy{\"o}rgy Litkei",
year = "1987",
doi = "10.1016/S0040-4020(01)81494-0",
language = "English",
volume = "43",
pages = "1827--1834",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "8",

}

TY - JOUR

T1 - Flavonoids, 401 1 Part 39. see ref. 1. Synthesis of 3-alkyl- and -arylthioflavanones and their transformations into sulfur-containing flavonoids

AU - Patonay, T.

AU - Patonay-Péli, Erzsébet

AU - Litkei, György

PY - 1987

Y1 - 1987

N2 - trans-3-Mesyloxyflavanones 1 were converted into cis- and trans-3-(alkylthio)- and -(phenylthio) flavanones 2-4 by nucleophilic substitution reaction with thiols or thiolates. Flavanones 2-4 were useful intermediates in the synthesis of various sulfur-containing derivatives; flavanones, flavones and dihydrochalcones possessing alkyl- or arylthio, -sulfinyl and -sulfonyl group. Oxidation of cis- and trans- isomers of 4 led to completely different products.

AB - trans-3-Mesyloxyflavanones 1 were converted into cis- and trans-3-(alkylthio)- and -(phenylthio) flavanones 2-4 by nucleophilic substitution reaction with thiols or thiolates. Flavanones 2-4 were useful intermediates in the synthesis of various sulfur-containing derivatives; flavanones, flavones and dihydrochalcones possessing alkyl- or arylthio, -sulfinyl and -sulfonyl group. Oxidation of cis- and trans- isomers of 4 led to completely different products.

UR - http://www.scopus.com/inward/record.url?scp=0344329314&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0344329314&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(01)81494-0

DO - 10.1016/S0040-4020(01)81494-0

M3 - Article

AN - SCOPUS:0344329314

VL - 43

SP - 1827

EP - 1834

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 8

ER -