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Synthesis 1989; 1989(3): 208-209
DOI: 10.1055/s-1989-27201
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The Preparation and Coupling Reactions of 2-Bromo-1,4-benzodioxin. A Simple Synthesis of 2-(1-Alkenyl)-, 2-Alkyl-and 2-Aryl-1,4-benzodioxins

Thomas V. Lee* , Alistair J. Leigh, Christopher B. Chapleo
  • *School of Chemistry, The University, Bristol BS8 1TS, England
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Publication Date:
17 September 2002 (online)

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2-Bromo-1,4-benzodioxin is prepared by dehydrobromination of 2,3-dibromo-2,3-dihydro-1,4-benzodioxin with base. It is converted into 2-alkyl-, 2-(1-alkenyl)-, and 2-aryl-1,4-benzodioxins by reaction with the respective Grignard reagents or by conversion into 2-(bromomagnesio)-1,4-benzodioxin and reaction of this Grignard reagent with alkyl, 1-alkenyl, or aryl halides.

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