有机催化不对称α-硫代化 2-取代的吲哚啉-3-酮：一种合成具有 S 和 N 杂原子的手性 2,2-二取代吲哚-3-酮的方法
Organocatalytic Asymmetric α-Sulfenylation of 2-Substituted Indolin-3-ones: A Strategy for the Synthesis of Chiral 2,2-Disubstituted Indole-3-ones with S- and N-Containing Heteroquaternary Carbon Stereocenter.
机构信息
State Key Laboratory of Functions and Applications of Medicinal Plants, School of Pharmacy, Engineering Research Center for the Development and Application of Ethnic Medicine and TCM (Ministry of Education) , Guizhou Medical University , Guiyang 550004 , P. R. China.
State Key Laboratory of Applied Organic Chemistry and College of Chemistry & Chemical Engineering , Lanzhou University , Lanzhou 730000 , P. R. China.
出版信息
J Org Chem. 2019 Jun 21;84(12):8168-8176. doi: 10.1021/acs.joc.9b01142. Epub 2019 Jun 13.
An organocatalytic asymmetric α-sulfenylation of 2-substituted indolin-3-ones with N-(alkylthio or arylthio)succinimides has been developed for the first time using Cinchona-derived squaramide as the catalyst. Various chiral 2,2-disubstituted indole-3-ones with S- and N-containing heteroquaternary carbon stereocenters were obtained with up to 98% yield and 99% ee.
首次使用金鸡纳衍生的双噁唑啉作为催化剂，发展了一种手性有机催化的 2-取代吲哚啉-3-酮的不对称α-亚磺酰化反应，与 N-（烷基硫代或芳基硫代）琥珀酰亚胺反应。各种手性 2,2-二取代的吲哚-3-酮，具有 S 和 N 杂四元碳手性中心，产率高达 98%，对映选择性高达 99%。
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