Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.
Org Lett. 2014 Sep 19;16(18):4862-5. doi: 10.1021/ol502371j. Epub 2014 Sep 5.
The Cu(I)-catalyzed reaction of 2,3-dibromo-1-propenes with β-ketoesters and 1,3-diketones, respectively, in DMF at 120 °C using Cs2CO3 as a base and hydroquinone as an additive exclusively delivers 2,3,5-trisubstituted furans and related compounds with yields up to 96%. The highly regioselective domino process is based on an intermolecular C-allylation followed by an intramolecular Ullmann type O-vinylation and a double bond isomerization.
在 120°C 下，使用 Cs2CO3 作为碱，氢醌作为添加剂，在 DMF 中，2,3-二溴-1-丙烯分别与β-酮酯和 1,3-二酮反应，仅以高达 96%的收率得到 2,3,5-三取代呋喃和相关化合物。高区域选择性的串联反应是基于分子间的 C-烯丙基化，接着是分子内的Ullmann 型 O-乙烯基化和双键异构化。
