Synthesis and Utilities of 2, 2-Disubstituted Indolin-3-one Using of Mannich-type Reaction

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We have developed a general preparative method for 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones via m-CPBA oxidation of 2-arylindoles followed by a Mannich-type reaction with various carbon nucleophiles. This method is effective for the construction of the quaternary carbon center of indoline derivatives. Using this methodology, we have also completed the total synthesis of (±)-hinckdentine A. Further application of this methodology to syntheses of isatisine A and the enantioselective preparation for 2,2-disubstituted 1,2-dihydro-3H-indol-3-ones are investigated.