Wu Fan, Kaur Navdeep, Alom Nur-E, Li Wei
Department of Chemistry and Biochemistry, School of Green Chemistry and Engineering, The University of Toledo, 2801 West Bancroft Street, Toledo, Ohio 43606, United States.
JACS Au. 2021 Jun 28;1(6):734-741. doi: 10.1021/jacsau.1c00103. Epub 2021 Apr 29.
A novel iodide-catalyzed intermolecular aminooxygenation strategy is described here. Amide is used as the O- and N- source to probe for regiocontrol strategies. Notably, simple additives can be selectively introduced to achieve regiodivergent oxyamination processes for electronically activated alkenes while being regio-complementary for unactivated alkenes. Our preliminary data demonstrates that this regiocontrol strategy based on nucleophile can also be applied in asymmetric processes using chiral hypervalent iodine catalysis.
本文描述了一种新型的碘化物催化的分子间氨氧化策略。酰胺用作氧源和氮源以探索区域控制策略。值得注意的是,简单的添加剂可以被选择性引入,以实现对电子活化烯烃的区域发散性氧胺化过程,同时对未活化烯烃具有区域互补性。我们的初步数据表明,这种基于亲核试剂的区域控制策略也可应用于使用手性高价碘催化的不对称过程。