Novel Friedel-Crafts alkylation of estrogens in the presence of anhydrous FeCl3 or FeCl3-graphite as catalyst

György Göndös, G. Dombi

Research output: Article

5 Citations (Scopus)

Abstract

The introduction of a tert-butyl group at position 2 of the A ring of estrogens leads to enhanced antioxidant effects. Therefore, a generally applicable and convenient method was developed using FeCl3-graphite or anhydrous FeCl3 as catalysts in the Friedel-Crafts alkylation of estrogens. The rates and yields of the alkylations were lower with FeCl3-graphite than with anhydrous FeCl3, but the regio-selectivity of the former were higher. Both catalysts proved to be more effective than typical AlCl3.

Original languageEnglish
Pages (from-to)1279-1283
Number of pages5
JournalMonatshefte fur Chemie
Volume133
Issue number10
DOIs
Publication statusPublished - 2002

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Alkylation
Estrogens
Catalysts
Catalyst selectivity
Antioxidants
aluminum chloride

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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T1 - Novel Friedel-Crafts alkylation of estrogens in the presence of anhydrous FeCl3 or FeCl3-graphite as catalyst

AU - Göndös, György

AU - Dombi, G.

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N2 - The introduction of a tert-butyl group at position 2 of the A ring of estrogens leads to enhanced antioxidant effects. Therefore, a generally applicable and convenient method was developed using FeCl3-graphite or anhydrous FeCl3 as catalysts in the Friedel-Crafts alkylation of estrogens. The rates and yields of the alkylations were lower with FeCl3-graphite than with anhydrous FeCl3, but the regio-selectivity of the former were higher. Both catalysts proved to be more effective than typical AlCl3.

AB - The introduction of a tert-butyl group at position 2 of the A ring of estrogens leads to enhanced antioxidant effects. Therefore, a generally applicable and convenient method was developed using FeCl3-graphite or anhydrous FeCl3 as catalysts in the Friedel-Crafts alkylation of estrogens. The rates and yields of the alkylations were lower with FeCl3-graphite than with anhydrous FeCl3, but the regio-selectivity of the former were higher. Both catalysts proved to be more effective than typical AlCl3.

KW - Antioxidant

KW - Estrogen

KW - FeCl-graphite

KW - Friedel-Crafts alkylation

KW - Intercalation compound

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