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Issue 23, 2018
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Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes via a ‘sulfur approach’

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Abstract

Stable and non-odorous alkyl ferrocenyl thioketones react with bis(4-methoxyphenyl)diazomethane according to the ‘two-fold extrusion’ reaction principles, and tetrasubstituted ethylenes obtained thereby can be demethylated to give (Fc,2OH)-ferrocifens in good yields. The method offers an alternative approach to this class of medically relevant compounds. A similar protocol with alkyl ferrocenyl thioketones and selected diaryldiazomethanes leads to ferrocenyl-substituted ethylenes including dibenzofulvenes. These products are of potential interest for electrochemical and photophysical studies.

Graphical abstract: Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes via a ‘sulfur approach’

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Publication details

The article was received on 02 May 2018, accepted on 21 May 2018 and first published on 21 May 2018


Article type: Paper
DOI: 10.1039/C8OB01022F
Citation: Org. Biomol. Chem., 2018,16, 4350-4356
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    Efficient synthesis of ferrocifens and other ferrocenyl-substituted ethylenes via a ‘sulfur approach’

    G. Mlostoń, R. Hamera-Fałdyga, M. Celeda and H. Heimgartner, Org. Biomol. Chem., 2018, 16, 4350
    DOI: 10.1039/C8OB01022F

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