Ausekle Elina, Ehlers Peter, Villinger Alexander, Langer Peter
Institute of Chemistry , University of Rostock , Albert Einstein Str. 3a , 18059 Rostock , Germany.
Leibniz Institute for Catalysis , Albert Einstein Str. 29a , 18059 Rostock , Germany.
J Org Chem. 2018 Nov 16;83(22):14195-14202. doi: 10.1021/acs.joc.8b02374. Epub 2018 Nov 7.
We report base-mediated reactions of 1-bromo-2-(2,2-difluorovinyl)benzenes with phenols followed by Pd-catalyzed intramolecular C-H arylation, which offers a novel route to a pharmaceutically relevant class of compounds, oxepines. Construction of these medium-sized ring structures proceeds as a one-pot two-step reaction through diaryl ketene acetals as intermediates. It allows to obtain various dibenz[ b, d]oxepine derivatives in moderate to high yields.
我们报道了1-溴-2-(2,2-二氟乙烯基)苯与酚在碱介导下的反应，随后进行钯催化的分子内C-H芳基化反应，该反应为一类与药物相关的化合物——氧杂环庚三烯提供了一条新的合成路线。这些中等大小环结构的构建通过二芳基乙烯酮缩醛作为中间体以一锅两步反应的方式进行。这使得能够以中等至高收率获得各种二苯并[b,d]氧杂环庚三烯衍生物。
