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

我们开发了一种通过m-CPBA氧化2-芳基吲哚，然后与各种碳亲核试剂进行曼尼反应制备2,2-二取代- 1,2-二氢- 3h -吲哚-3-酮的通用方法。该方法对吲哚衍生物的季碳中心的构造是有效的。利用该方法，我们还完成了（±）-辛氏碱A的全合成，并进一步研究了该方法在辛氏碱A的合成和2,2-二取代1,2-二氢- 3h -吲哚-3-酮的对映选择性制备中的应用。

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.