4.4 Article

Phenyliodine Bis(trifluoroacetate) Mediated Intramolecular Oxidative Coupling of Electron-Rich N-Phenyl Benzamides

Journal

SYNLETT
Volume -, Issue 10, Pages 1534-1540

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1290680

Keywords

hypervalent iodine; N-phenyl benzamides; cyclization; oxidative coupling; benzoxazoles

Funding

  1. National Natural Science Foundation of China [20772053]

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The intramolecular oxidative C-O coupling of N-(4-alkoxy-phenyl) and N-(4-acetamido-phenyl) benzamides was achieved under metal-free conditions by using phenyliodine bis(trifluoroacetate) as oxidant and TMSOTf as catalyst. The reactions afford benzoxazole products in high yields.

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