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Issue 19, 2015
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Alkynylation of steroids via Pd-free Sonogashira coupling

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Abstract

Cu-catalyzed Pd-free Sonogashira coupling has been proposed as a straightforward and convenient route to valuable steroidal enynes. A biligand catalyst system based on Ph3P and TMEDA has been designed. The protocol was utilized for the efficient coupling of iodosteroids with diverse terminal alkynes and 1-trimethylsilylalkynes. A possible role of an auxiliary ligand as a phase-transfer catalyst for a sparingly soluble inorganic base (K2CO3) was revealed.

Graphical abstract: Alkynylation of steroids via Pd-free Sonogashira coupling

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Publication details

The article was received on 19 Mar 2015, accepted on 08 Apr 2015 and first published on 08 Apr 2015


Article type: Paper
DOI: 10.1039/C5OB00559K
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Org. Biomol. Chem., 2015,13, 5542-5555

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    Alkynylation of steroids via Pd-free Sonogashira coupling

    Y. N. Kotovshchikov, G. V. Latyshev, N. V. Lukashev and I. P. Beletskaya, Org. Biomol. Chem., 2015, 13, 5542
    DOI: 10.1039/C5OB00559K

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