Asao Naoki, Aikawa Haruo, Tago Sakie, Umetsu Kazuteru
Department of Chemistry, and Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
Org Lett. 2007 Oct 11;9(21):4299-302. doi: 10.1021/ol701861d. Epub 2007 Sep 20.
A gold-catalyzed alkylation of alcohols and aromatic compounds is described. The reaction of ortho-alkynylbenzoic acid alkyl esters with alcohols or aromatic compounds occurs in the presence of catalytic amounts of Ph3PAuCl and AgOTf under mild conditions to produce corresponding ethers or Friedel-Crafts alkylation products in good to high yields. The reaction likely proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack of alcohols or aromatic compounds.
描述了一种金催化的醇与芳香族化合物的烷基化反应。在催化量的三苯基膦氯化金（Ph3PAuCl）和三氟甲磺酸银（AgOTf）存在下，邻炔基苯甲酸烷基酯与醇或芳香族化合物在温和条件下发生反应，以良好至高收率生成相应的醚或傅克烷基化产物。该反应可能通过金诱导的离去基团原位构建以及随后醇或芳香族化合物的亲核进攻来进行。
