I2-Mediated Cross-Dehydrogenative Coupling and Amidation of 3-Aryl Benzofuranones with Aryl Amines for the Synthesis of 3,3-Diaryl Indolin-2-ones.

We have developed a protocol for efficient synthesis of indolin-2-ones from benzofuranones and aryl amines using iodine as a mediator. A diverse range of benzofuranones and aryl amines undergo cross-dehydrogenative coupling and amidation of 3-aryl benzofuranones for the cascade reaction to generate products in 24-93% yields. This reaction can be easily scaled-up to give an indolin-2-one in a gram scale. Further chemical manipulation of the products enabled useful transformations of the phenol ring including alkylation, arylation, etc.