可见光介导的苯胺直接磺酰化反应

Johnson Tarn C, Elbert Bryony L, Farley Alistair J M, Gorman Timothy W, Genicot Christophe, Lallemand Bénédicte, Pasau Patrick, Flasz Jakub, Castro José L, MacCoss Malcolm, Dixon Darren J, Paton Robert S, Schofield Christopher J, Smith Martin D, Willis Michael C

Department of Chemistry , University of Oxford , Chemical Research Laboratory , Mansfield Road , Oxford , OX1 3TA , UK . Email:

Global Chemistry , UCB New Medicines , UCB BioPharma sprl , 1420 Braine-L'Alleud , Belgium.

Chem Sci. 2017 Nov 16;9(3):629-633. doi: 10.1039/c7sc03891g. eCollection 2018 Jan 21.

Sulfones feature prominently in biologically active molecules and are key functional groups for organic synthesis. We report a mild, photoredox-catalyzed reaction for sulfonylation of aniline derivatives with sulfinate salts, and demonstrate the utility of the method by the late-stage functionalization of drugs. Key features of the method are the straightforward generation of sulfonyl radicals from bench-stable sulfinate salts and the use of simple aniline derivatives as convenient readily available coupling partners.

砜类化合物在生物活性分子中占据显著地位，并且是有机合成中的关键官能团。我们报道了一种温和的、光氧化还原催化的苯胺衍生物与亚磺酸盐进行磺酰化反应的方法，并通过药物的后期官能团化证明了该方法的实用性。该方法的关键特征是从易于储存的亚磺酸盐直接生成磺酰基自由基，以及使用简单的苯胺衍生物作为方便可得的偶联伙伴。