4-Halo-5-hydroxyfuran-2(5H)-ones were synthesized via the efficient sequential halolactonization-hydroxylation reaction of 4-aryl-2,3-allenoic acids with I(2) or CuX(2) (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.

This study demonstrates an efficient synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones by sequential halolactonization and gamma-hydroxylation of 4-aryl-2,3-alkadienoic acids in moderate to good yields.

The Journal of organic chemistry

An efficient synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones via the sequential halolactonization and gamma-hydroxylation of 4-aryl-2,3-alkadienoic acids.

Paper

An efficient synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones via the sequential halolactonization and gamma-hydroxylation of 4-aryl-2,3-alkadienoic acids.

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