3 years ago

Nine-Membered Benzofuran-Fused Heterocycles: Enantioselective Synthesis by Pd-Catalysis and Rearrangement via Transannular Bond Formation

Nine-Membered Benzofuran-Fused Heterocycles: Enantioselective Synthesis by Pd-Catalysis and Rearrangement via Transannular Bond Formation
Rui-Zhi Huang, Zhaoyuan Yu, Zher Yin Tan, Zi-Qiang Rong, Yu Zhao, Song Liu, Ya-Nong Wang, Yu Lan, Li-Cheng Yang
The first enantioselective formal [5+4] cycloaddition is realized under palladium catalysis to deliver benzofuran-fused nine-membered rings. These medium-sized heterocycles and derivatives undergo unique rearrangements induced by transannular bond formation, resulting in the production of two classes of densely substituted polycyclic heterocycles in excellent efficiency and stereoselectivity.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b09161

DOI: 10.1021/jacs.7b09161

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