Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237 (China).
Angew Chem Int Ed Engl. 2014 May 12;53(20):5142-6. doi: 10.1002/anie.201400881. Epub 2014 Apr 3.
A convenient and efficient synthetic method has been developed to construct highly functionalized N-bridgehead azepine skeletons, which are of great importance in biological and pharmaceutical industry. The reaction proceeds through a rhodium(II) azavinyl carbene intermediate, which initiated the intramolecular C-H functionalization with pyrrolyl and indolyl rings. A variety of azepine derivatives were obtained in moderate to good yields under mild reaction conditions with high chemoselectivity. Several interesting derivatizations of the resulting products demonstrate that this method is synthetically valuable and useful.
已经开发出一种方便、高效的合成方法来构建具有高度官能化的 N-桥连氮杂环庚烷骨架，这在生物和制药工业中非常重要。该反应通过铑（II）氮烯基卡宾中间体进行，该中间体引发了吡咯基和吲哚基环的分子内 C-H 官能化。在温和的反应条件下，通过高化学选择性可以以中等至良好的收率获得各种氮杂环庚烷衍生物。所得产物的几种有趣的衍生化表明该方法具有合成价值和用途。
