作者:Wang, Yue、Yu, Jiang-Ning、Wang, Yang、Shi, Feng
DOI:10.1021/acs.orglett.4c02167
日期:——
A hypervalent iodine-mediated intermolecular α-umpolung reaction between α-aryl- or alkyl-substituted amides and benzotriazoles or purine derivatives as N-centered nucleophiles has been established. The reaction involves sequential intra/intermolecular oxidative C–N couplings in a controlled manner, affording tetrasubstituted 3,3′-oxindoles in moderate to good yields. This approach efficiently addresses
已经建立了 α-芳基或烷基取代的酰胺与作为N中心亲核试剂的苯并三唑或嘌呤衍生物之间的高价碘介导的分子间 α-umpolung 反应。该反应涉及以受控方式连续进行分子内/分子间氧化 C-N 偶联,以中等至良好的产率提供四取代的 3,3'-羟吲哚。该方法有效地解决了通过羰基化合物的α-umpolung功能化构建四取代碳中心的挑战,并作为合成生物学上重要的3,3'-二取代羟吲哚的新策略。