4.5 Article

Iodobenzene-Mediated Intramolecular Oxidative Coupling of Substituted 4-Hydroxyphenyl-N-phenylbenzamides for the Synthesis of Spirooxindoles

Journal

SYNTHESIS-STUTTGART
Volume -, Issue 6, Pages 860-866

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1259444

Keywords

hypervalent iodine; oxidative coupling; phenolic coupling; spirooxindoles; iodobenzene

Funding

  1. National Natural Science Foundation of China [20772053]

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Phenyliodine(III) bis(trifluoroacetate) (PIFA) can effect the intramolecular oxidative coupling of substituted 4-hydroxyphenyl-N-phenylbenzamides. The transformations could be realized in a catalytic manner by using iodobenzene as catalyst and m-chloroperoxybenzoic acid or urea center dot H2O2 as terminal oxidant. This reaction constitutes an efficient method for the synthesis of spirooxindoles.

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