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Synlett 1998; 1998(12): 1351-1352
DOI: 10.1055/s-1998-1985
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Triethylborane-Induced Radical Addition of Halogenated Compounds to Alkenes and Alkynes in Water

T. Nakamura* , H. Yorimitsu, H. Shinokubo, K. Oshima
  • *Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan; Fax + 81-75-761-8846; E-mail: oshima@fm1.kuic.kyoto-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Treatment of a mixture of α-iodo-γ-butyrolactone and phenylacetylene in water with a catalytic amount of triethylborane provided the corresponding adduct in good yield via intermolecular radical addition reaction. The triethylborane-mediated radical reaction in aqueous media could be performed under acidic or basic conditions.

radical - triethylborane - aqueous media - alkene - alkyne