Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 4, Pages 1429-1431Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0355698
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4-Halo-5-hydroxyfuran-2(5H)-ones were synthesized via the efficient sequential halolactonization-hydroxylation reaction of 4-aryl-2,3-allenoic acids with 12 or CuX2 (X = Br or Cl) in moderate to good yields. The structures of the products were established by the X-ray single-crystal diffraction study of 3-methyl-4-iodo-5-phenyl-5-hydroxyl-2(5H)-furanone (2a). A rationale for this reaction was discussed based on some brief mechanistic study.
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