Borrel Julien, Waser Jerome
Laboratory of Catalysis and Organic Synthesis and NCCR Catalysis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 1402, 1015 Lausanne, Switzerland.
Org Lett. 2022 Jan 14;24(1):142-146. doi: 10.1021/acs.orglett.1c03771. Epub 2021 Dec 13.
Ethynylbenziodoxolones (EBXs) are commonly encountered reagents for the electrophilic alkynylation of nucleophiles. Herein, we report a one-pot, two-step process for EBX generation and their direct application in substrate functionalization. Our approach enables us to bypass the originally mandatory isolation and purification of the reagents, resulting in a more efficient synthesis. We could apply this process to seven different transformations involving both two- and one-electron nucleophiles to obtain a large variety of alkynylated products.
乙炔基苯碘恶唑酮（EBXs）是亲核试剂亲电炔基化反应中常用的试剂。在此，我们报道了一种一锅两步法生成EBXs及其在底物官能团化中的直接应用。我们的方法使我们能够绕过原本必需的试剂分离和纯化步骤，从而实现更高效的合成。我们可以将此方法应用于涉及双电子和亲核试剂的七种不同转化反应，以获得各种各样的炔基化产物。
