NRW Graduate School of Chemistry, Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster, Germany.
Angew Chem Int Ed Engl. 2017 Sep 11;56(38):11554-11558. doi: 10.1002/anie.201704092. Epub 2017 Aug 7.
Sn(OTf) -catalyzed 1,3-aminobromination of donor-acceptor cyclopropanes with various sulfonyl amides or electron-poor anilines and N-bromosuccinimide is reported. These experimentally straightforward reactions occurred with complete regio- and stereospecificity (for anilines) to give γ-aminated α-brominated malonic diesters in good to excellent yields (up to 98 %). These compounds served as valuable substrates for subsequent reactions to provide substituted azetidines and γ-lactams in high yields.
报道了 Sn(OTf) - 催化的各种磺酰胺或缺电子苯胺与供体-受体环丙烷的 1,3-氨基溴化反应,以及 N-溴代丁二酰亚胺。这些实验操作简单的反应具有完全的区域和立体选择性(对于苯胺),以高至 98%的收率得到γ-氨基-α-溴代丙二酸二酯。这些化合物可作为后续反应的有价值的底物,以高产率提供取代的氮杂环丁烷和γ-内酰胺。