Department of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, U.K.
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, Aachen 52056, Germany.
Org Lett. 2022 Nov 4;24(43):7883-7887. doi: 10.1021/acs.orglett.2c02840. Epub 2022 Oct 21.
Indoles are among the most important -heterocycles in pharmaceuticals. Here, we present an alternative to the classic Fischer indole synthesis based on the radical coupling between aryl diazoniums and alkyl iodides. This iron-mediated strategy features a double role for the aryl diazoniums that sequentially activate the alkyl iodides through halogen-atom transfer and then serve as radical acceptors. The process operates under mild conditions and enables the preparation of densely functionalized indoles.
吲哚类化合物是药物化学中最重要的杂环化合物之一。在这里，我们提出了一种基于芳基重氮盐和碘代烷烃之间自由基偶联的经典 Fischer 吲哚合成的替代方法。这种铁介导的策略具有芳基重氮盐的双重作用，通过卤原子转移顺序激活碘代烷烃，然后作为自由基受体。该过程在温和条件下进行，并能够制备高度官能化的吲哚。
