Elsherbini Mohamed, Winterson Bethan, Alharbi Haifa, Folgueiras-Amador Ana A, Génot Célina, Wirth Thomas
School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, UK.
Angew Chem Int Ed Engl. 2019 Jul 15;58(29):9811-9815. doi: 10.1002/anie.201904379. Epub 2019 Jun 12.
An efficient and reliable electrochemical generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chemical oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochemically generated reagents can also easily be transformed into classic bench-stable hypervalent iodine reagents through ligand exchange. The combination of electrochemical and flow-chemistry advantages largely improves the ecological footprint of the overall process compared to conventional approaches.
一种高效且可靠的高价碘试剂电化学发生器已被开发出来。在流动条件下将碘代芳烃阳极氧化为高价碘试剂的过程中,用电取代了危险且昂贵的化学氧化剂。不稳定的高价碘试剂能够轻松制备,并与不同底物偶联以高产率实现氧化转化。通过配体交换,电化学产生的不稳定试剂还能轻易转化为经典的、易于保存的高价碘试剂。与传统方法相比,电化学与流动化学优势的结合极大地改善了整个过程的生态足迹。