Mamone Martina, Gentile Giuseppe, Dosso Jacopo, Prato Maurizio, Filippini Giacomo
Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste, via Licio Giorgieri 1, 34127 Trieste, Italy.
Centre for Cooperative Research in Biomaterials (CIC BiomaGUNE), Basque Research and Technology Alliance (BRTA), Paseo de Miramón 194, 20014, Donostia San Sebastián, Spain.
Beilstein J Org Chem. 2023 Apr 27;19:575-581. doi: 10.3762/bjoc.19.42. eCollection 2023.
A light-driven metal-free protocol for the synthesis of sulfone-containing indoles under mild conditions is reported. Specifically, the process is driven by the photochemical activity of halogen-bonded complexes formed upon complexation of a sacrificial donor, namely 1,4-diazabicyclo[2.2.2]octane (DABCO), with α-iodosulfones. The reaction provides a variety of densely functionalized products in good yields (up to 96% yield). Mechanistic investigations are reported. These studies provide convincing evidences for the photochemical formation of reactive open-shell species.
报道了一种在温和条件下光驱动的无金属合成含砜吲哚的方法。具体而言，该过程由牺牲供体1,4-二氮杂双环[2.2.2]辛烷（DABCO）与α-碘砜络合形成的卤素键合络合物的光化学活性驱动。该反应以良好的产率（高达96%）提供了多种功能密集的产物。报道了机理研究。这些研究为反应性开壳物种的光化学形成提供了令人信服的证据。
