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Boroorganic compounds

322. The preparation of 1,2-oxaborinanes and 1,2-oxaborepanes

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    On alkaline hydrolysis of δ-bromobutyl-n-butylboronic acid methyl ester replacement of the bromine atom both by hydroxyl and methoxyl groups took place.

  2. 2.

    Convenient methods have been developed for the synthesis of 1,2-oxaborinanes and 1,2-oxaborepanes based on the alkaline hydrolysis of the corresponding δ-bromobutyl- or ∈-bromoalkylboronic acids or their anhydrides.

  3. 3.

    Hydroboration of o-allylphenol, 2,3-dihydropyran, or 6-ethoxy-2,3-dihydropyran with tetra-n-butyl-and tetra-n-hexyldiborane gave 2-n-butyl-6,7-benzo-1,2-oxaborepane and 2-n-hexyl-1,2-oxaborepane as appropriate.

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Authors
  1. L. S. Vasil'ev
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  2. M. M. Vartanyan
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  3. B. M. Mikhailov
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Additional information

N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow. Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2308–2315, October, 1976.

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Vasil'ev, L.S., Vartanyan, M.M. & Mikhailov, B.M. Boroorganic compounds. Russ Chem Bull 25, 2153–2159 (1976). https://doi.org/10.1007/BF02659538

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  • DOI: https://doi.org/10.1007/BF02659538

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