School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. China.
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, P. R. China.
Chem Asian J. 2018 Sep 4;13(17):2549-2558. doi: 10.1002/asia.201800620. Epub 2018 Jul 18.
A synergistic-catalysis-enabled reaction of 2-indolymethanols with oxonium ylides has been established that makes use of a three-component reaction between 3-diazooxindoles, alcohols, and 2-indolymethanols under the cooperative catalysis of a metal complex and a Brønsted acid. This reaction has not only provided a new approach for the construction of 3-indolyl-3-alkoxy oxindole scaffolds by utilizing the C3-electrophilicity of an indole, but it is also the first example of a nucleophilic addition of a metal-associated ylide to 2-indolylmethanols. In addition, this reaction also includes a rarely reported trapping of onium ylides with aryl electrophiles.
建立了一种协同催化反应，使 2-吲哚甲醇与氧鎓叶立德反应，该反应利用 3-重氮氧吲哚、醇和 2-吲哚甲醇之间的三组分反应，在金属配合物和布朗斯台德酸的协同催化作用下进行。该反应不仅为利用吲哚的 C3-亲电性构建 3-吲哚基-3-烷氧基氧吲哚骨架提供了一种新方法，而且也是首例金属相关叶立德对 2-吲哚甲醇进行亲核加成的例子。此外，该反应还包括对芳基亲电试剂的氧鎓叶立德的罕见捕获。
