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Regiochemistry of the reactions of phenylenedioxytrichlorophosphorane with phenylacetylene and propargyl chloride in the presence of benzyltrimethylammonium chloride

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Abstract

NMR studies revealed that the reactions of phenylenedioxytrichlorophosphorane with phenylacetylene and propargyl chloride in the presence of benzyltrimethylammonium chloride predominantly yield derivatives of 2,7-dichloro-2-oxobenzo[e]-1,2-oxaphosphorinine, i.e., the benzene ring is selectively chlorinated in the meta-position to the endocyclic O atom of the phosphorinine heterocycle.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    V. F. Mironov, A. A. Shtyrlina, A. I. Konovalov, E. N. Varaksina & N. M. Azancheev

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  1. V. F. Mironov
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  2. A. A. Shtyrlina
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  3. A. I. Konovalov
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  4. E. N. Varaksina
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  5. N. M. Azancheev
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Mironov, V.F., Shtyrlina, A.A., Konovalov, A.I. et al. Regiochemistry of the reactions of phenylenedioxytrichlorophosphorane with phenylacetylene and propargyl chloride in the presence of benzyltrimethylammonium chloride. Russian Chemical Bulletin 50, 745–747 (2001). https://doi.org/10.1023/A:1011354021443

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  • DOI: https://doi.org/10.1023/A:1011354021443

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