Detrifluoroacetylative in Situ Generation of Free 3‑Fluoroindolin-2-one-Derived Tertiary Enolates: Design, Synthesis, and Assessment of Reactivity toward Asymmetric Mannich Reactions

The discovery of detrifluoroacetylative in situ generation of a new type of fluorinated amide enolates derived from 3-fluoroindolin-2-one and their asymmetric Mannich additions with sulfinylaldimines bearing fluoroalkyl groups is reported, which afforded α-fluoro-β-(fluoroalkyl)-β-aminoindolin-2-ones containing C–F quaternary stereogenic centers with excellent yields and high diastereoselectivities.本文报道了由3-氟吲哚啉-2-酮（3-fluoroindolin-2-one）衍生得到的一类新型氟化酰胺烯醇盐的脱三氟乙酰基原位生成方法，及其与含氟烷基的亚磺酰基醛亚胺的不对称曼尼希（Mannich）加成反应；该反应以优异的产率与较高的非对映选择性，得到了含有C-F季手性中心的α-氟-β-(氟烷基)-β-氨基吲哚啉-2-酮类化合物。