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Palladium-Catalyzed Cascade Reactions of 1‑(3-Arylprop-2-ynyloxy)-2-bromo Benzene Derivatives with Organoboron Compounds

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posted on 2013-05-03, 00:00 authored by Antonio Arcadi, Federico Blesi, Sandro Cacchi, Giancarlo Fabrizi, Antonella Goggiamani, Fabio Marinelli
Applications of the cascade cyclocarbopalladation reaction followed by Suzuki–Miyaura coupling reactions of the readily available aryl-substituted propargylic aryl ethers with arylboronic acid and potassium trans-β-styryltrifluoroborate accomplish a new versatile entry in the synthesis of benzofuran derivatives. Notably, a new approach to the challenging synthesis of C3 functionalized 2-unsubstituted benzofurans has been developed by a cyclocarbopalladation/cross-coupling/aromatization process.

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