Departament de Química Orgànica, Facultat de Química, Universitat de València , Burjassot, València 46100, Spain.
Departament de Física Aplicada, Universitat Politècnica de València , València 46022, Spain.
Org Lett. 2017 Apr 7;19(7):1546-1549. doi: 10.1021/acs.orglett.7b00354. Epub 2017 Mar 27.
A Cinchona-derived squaramide catalyzes the reaction between hydroxyindoles and isatins leading to enantioenriched indoles substituted in the carbocyclic ring. The reaction proceeds efficiently with differently substituted isatins, yielding the desired products with excellent regioselectivity, good yields, and high enantiocontrol. Moreover, every position of the carbocyclic ring of the indole can be functionalized by using the appropriate starting hydroxyindole. The OH group was removed smoothly upon hydrogenolysis of the corresponding triflate.
一种金鸡纳衍生的螺二酰胺可以催化羟基吲哚和色胺之间的反应，生成环碳取代的对映体富集的吲哚。该反应可以高效地进行不同取代的色胺，以优异的区域选择性、良好的收率和高对映选择性得到所需产物。此外，通过使用适当的起始羟基吲哚，可以对吲哚的碳环的每个位置进行官能化。相应的三氟甲磺酸酯的氢解可以顺利地除去 OH 基团。
