Abstract
The reaction of N-bromosuccinimide (NBS) and 2-propynol with cyclic olefins 1, including heteroaromatic benzofuran and N-protected indole, gave β-bromo-α-propargyl ethers 2. The adducts 2, some of which were quite sensitive, were cyclized with cobaloxime/sodium borohydride to give functionalized 3-methyleneoxacyclopentanes 3. The reaction sequence amounts to a simple two-step heteroannulation procedure
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