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Cu(OTf)2/NBS-Mediated Tandem Reaction of 1‑Cinnamyl Alcohol‑o‑Carboranes via Ring Opening of Oxetane with Arenes: An Alternative Approach for the Synthesis of C‑Alkenyl‑o‑Carboranes

Posted on 2022-08-03 - 19:22
The Cu­(OTf)2/NBS-mediated tandem reaction of 1-cinnamyl alcohol-o-carboranes for the synthesis of C-alkenyl-o-carboranes has been developed. Mechanism studies demonstrated that the Cu­(OTf)2-promoted ring opening of oxetane with electron-rich arenes as soft nucleophiles was involved and was the key step for the transformation. This work provided an alternative strategy for the synthesis of C-alkenyl-o-carboranes, which has an important reference for the synthesis of o-carborane derivatives with diversity.

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