Construction of Nine-Membered Heterocycles through Palladium-Catalyzed Formal [5+4] Cycloaddition
Li-Cheng Yang1, Zi-Qiang Rong1, Ya-Nong Wang1
1Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Abstract:
The first catalytic formal [5+4] cycloaddition to prepare nine-membered heterocycles is presented. Under palladium catalysis, the reaction of N-tosyl azadienes and substituted vinylethylene carbonates (VECs) proceeds smoothly to produce benzofuran-fused heterocycles in uniformly high efficiency. Highly diastereoselective functionalization of the nine-membered heterocycles through peripheral attack is also demonstrated.
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