Hydrophosphination of Vinyl Sulfides and Vinyl Selenides: First Examples

Boris A.  Trofimov; Nina K.  Gusarova; Svetlana F.  Malysheva; Nina I.  Ivanova; Boris G.  Sukhov; Natal’ya A.  Belogorlova; Vladimir A.  Kuimov

doi:10.1055/s-2002-34852

PAPER

Hydrophosphination of Vinyl Sulfides and Vinyl Selenides: First Examples

Boris A. Trofimov, Nina K. Gusarova*, Svetlana F. Malysheva, Nina I. Ivanova, Boris G. Sukhov, Natal’ya A. Belogorlova, Vladimir A. Kuimov
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Favorsky Street 1, 664033 Irkutsk, Russia
Fax: +7(3952)396046; e-Mail: gusarova@irioch.irk.ru;

Abstract

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Abstract

The first examples of the hydrophosphination of alkyl vinyl sulfides and selenides are described. The reaction of secondary phosphines (R¹)₂PH 1-3 with vinyl chalcogenides CH₂=CHXR² 4-9 proceeds readily under radical initiation to give in anti-Markovnikov mode regiospecifically the corresponding organylchalcogenophosphines (R¹)₂PCH₂CH₂XR² 10a-h in high yields.

Key words

phosphines - sulfur - selenium - phosphorus - addition reactions - radicals

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References

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