A tandem reaction that involves an unprecedented Rh-catalyzed intramolecular annulation of benzocyclobutenols with alkynes and subsequent ZnCl-promoted dehydration was developed, offering an efficient approach to 2-furan-, pyran-, and oxepine-fused naphthalenes. Furthermore, the 2-furan motif may undergo a ring-opening reaction through Fe-catalyzed reductive C-O bond cleavage. As a consequence, the formal intermolecular annulation of 2-hydroxybenzocyclobutenols with alkynes was realized with complete regioselectivity through a two-step protocol.
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| http://dx.doi.org/10.1021/acs.orglett.2c01023 | DOI Listing |
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