Institute of Organic Chemistry, RWTH Aachen, Aachen, Germany.
Chemistry. 2012 Aug 27;18(35):10834-8. doi: 10.1002/chem.201201232. Epub 2012 Jul 11.
"I" did it: An iodine(III)-mediated bromocarbocyclization was elaborated as an efficient tool for the synthesis of oxoindoles. This method is applicable to a variety of structurally different substrates, also with chemically sensitive groups, and gives access to the heterocycles in a regio- and stereoselective fashion. The indole-2-ones obtained can be converted easily into structurally complex target compounds, such as the alkaloid physostigmine.
碘(III)介导的溴碳环化反应被精心设计为合成氧杂吲哚的有效工具。该方法适用于各种结构不同的底物,也适用于具有化学敏感性基团的底物,以区域和立体选择性的方式得到杂环。得到的吲哚-2-酮可以很容易地转化为结构复杂的目标化合物,如生物碱毒扁豆碱。