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Published on: September 6, 2019
One-Pot Synthesis of Dibenzo[ b, d]oxepines via Olefinic C-F Bond Functionalization and Intramolecular Pd-Catalyzed
Elina Ausekle1, Peter Ehlers1,2, Alexander Villinger1
1Institute of Chemistry , University of Rostock , Albert Einstein Str. 3a , 18059 Rostock , Germany.
Abstract:
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.
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