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Nucleophilic addition of phosphine to 4-chlorostyrenes in the KOH-DMSO system

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Abstract

In the superbasic system KOH-DMSO (H2O) at 60–75 °C (2–2.5 h, atmospheric pressure), 4-chlorostyrene and 4-chloro-α-methylstyrene add phosphine at the double bond to form 1: 1 and 2: 1 anti-Markovnikov adducts in 10–18% and 58–67% yields, respectively.

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Authors and Affiliations

  1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033, Irkutsk, Russian Federation

    A. V. Artem’ev, S. F. Malysheva, N. K. Gusarova, A. O. Korocheva, L. V. Timokhina & B. A. Trofimov

Authors
  1. A. V. Artem’ev
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  2. S. F. Malysheva
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  3. N. K. Gusarova
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  4. A. O. Korocheva
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  5. L. V. Timokhina
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  6. B. A. Trofimov
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Corresponding author

Correspondence to B. A. Trofimov.

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Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 60th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2495–2497, Novemer, 2013.

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Artem’ev, A.V., Malysheva, S.F., Gusarova, N.K. et al. Nucleophilic addition of phosphine to 4-chlorostyrenes in the KOH-DMSO system. Russ Chem Bull 62, 2495–2497 (2013). https://doi.org/10.1007/s11172-013-0361-1

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  • DOI: https://doi.org/10.1007/s11172-013-0361-1

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