Chen Yiding, Willis Michael C
Department of Chemistry , University of Oxford , Chemical Research Laboratory , Mansfield Road , Oxford , OX1 3TA , UK . Email:
Chem Sci. 2017 Apr 1;8(4):3249-3253. doi: 10.1039/c6sc05483h. Epub 2017 Feb 28.
Using a simple copper(i) catalyst has allowed a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction to be developed. The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide is delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulting in the formation of a presumed Cu-sulfinate intermediate. These sulfinates could be trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.
使用一种简单的铜（I）催化剂已使得能够开发出高产率的磺酰化-铃木-宫浦交叉偶联反应。该过程提供了一条从芳基硼酸、二氧化硫和芳基碘直接合成二芳基砜的单步路线，并且代表了经典交叉偶联反应的首个磺酰化变体。二氧化硫由替代试剂DABSO提供。反应条件的变化使得磺酰化-铃木偶联反应能够中断，从而形成一种假定的亚磺酰铜中间体。这些亚磺酸盐可以以其钠盐形式捕获，并用电亲试剂处理以得到芳基烷基砜、β-羟基砜、磺酰胺和磺酰氟。
