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1. An Efficient Synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones via the Sequential Halolactonization and γ-Hydroxylation of 4-Aryl-2,3-alkadienoic Acids.

Author

Shengming Ma, Bin Wu, and Zhangjie Shi

Subjects
*HYDROXYLATION, *OPTICAL diffraction, *RESEARCH, *ACIDS, *ORGANIC chemistry, *CHEMICAL structure
Abstract

4-Halo-5-hydroxyfuran-2(5H)-ones were synthesized via the efficient sequential halolactonization-hydroxylation reaction of 4-aryl-2,3-allenoic acids with I2 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-hydroxyl2(5H)-furanone (2a). A rationale for this reaction was discussed based on some brief mechanistic study. [ABSTRACT FROM AUTHOR]

Published
2004
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