Cascade or domino reactions serve as a powerful technique for the synthesis of complex organic scaffolds in one pot. Herein, a Cu(II)-catalyzed and silica gel-assisted multicomponent reaction (MCR) between bromoalkyne-tethered cyclohexadienones, amides, and water for the construction of hexahydrobenzofuran-3-carboxamide is developed. The reaction proceeds via a C-N coupling reaction followed by hydrative cyclization of ynamide intermediates. Notably, good to excellent diastereoselectivity is complementary of this reaction.

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http://dx.doi.org/10.1021/acs.joc.2c02320DOI Listing

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