4.8 Article

Novel tunable CuX2-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones

Journal

ORGANIC LETTERS
Volume 4, Issue 25, Pages 4419-4422

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol026911q

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[GRAPHICS] A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or Cul/l(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.

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