Aerobic addition of secondary phosphine oxides to vinyl sulfides: a shortcut to 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides

Svetlana F. Malysheva; Alexander V. Artem’ev; Nina K. Gusarova; Nataliya A. Belogorlova; Alexander I. Albanov; C. W. Liu; Boris A. Trofimov

doi:10.3762/bjoc.11.214

Beilstein Journal of Organic Chemistry (Oct 2015)

Aerobic addition of secondary phosphine oxides to vinyl sulfides: a shortcut to 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides

Svetlana F. Malysheva,
Alexander V. Artem’ev,
Nina K. Gusarova,
Nataliya A. Belogorlova,
Alexander I. Albanov,
C. W. Liu,
Boris A. Trofimov

Affiliations

Svetlana F. Malysheva: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
Alexander V. Artem’ev: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
Nina K. Gusarova: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
Nataliya A. Belogorlova: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
Alexander I. Albanov: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
C. W. Liu: Department of Chemistry, National Dong Hwa University, Hualien 97401, Taiwan
Boris A. Trofimov: A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation

DOI: https://doi.org/10.3762/bjoc.11.214
Journal volume & issue: Vol. 11, no. 1
pp. 1985 – 1990

Abstract

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Secondary phosphine oxides react with vinyl sulfides (both alkyl- and aryl-substituted sulfides) under aerobic and solvent-free conditions (80 °C, air, 7–30 h) to afford 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides in 70–93% yields.

Published in Beilstein Journal of Organic Chemistry

ISSN: 1860-5397 (Online)
Publisher: Beilstein-Institut
Country of publisher: Germany
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.beilstein-journals.org/bjoc

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