Margraf Natalie, Manolikakes Georg
Department of Organic Chemistry and Chemical Biology, Goethe University Frankfurt , Frankfurt am Main, Germany.
J Org Chem. 2015 Mar 6;80(5):2582-600. doi: 10.1021/jo5027518. Epub 2015 Feb 17.
A transition-metal-free arylation of lithium, magnesium, and zinc sulfinates with diaryliodonium salts is described. The sulfinic acid salts were prepared from the reaction of the corresponding organometallic reagents and sulfur dioxide. Combination of the three single steps (preparation of the organometallic compound, sulfinate formation, and arylation) leads to a one-pot sequence for the synthesis of aryl sulfones from simple starting materials. The chemoselectivity of unsymmetrical diaryliodonium salts has been investigated. Potential and limitations of this method will be discussed.
本文描述了一种锂、镁和锌亚磺酸盐与二芳基碘鎓盐的无过渡金属芳基化反应。亚磺酸盐由相应的有机金属试剂与二氧化硫反应制备。这三个单步反应(有机金属化合物的制备、亚磺酸盐的形成和芳基化)相结合,可从简单的起始原料一锅法合成芳基砜。研究了不对称二芳基碘鎓盐的化学选择性。将讨论该方法的潜力和局限性。