Herein, BF·EtO-promoted O-insertion/spirocyclization/fluorination/ring-expansion of unsaturated amides to synthesis of spiro[benzo[b]-[1,4]dioxepine-3,5'-oxazole] skeletons in the presence of natural light and O (Σ) was reported. Air was the oxygen source of the O-generation and O-insertion reaction under metal-free and mild conditions. BF·EtO played multiple roles, such as Lewis acid, activating reagent, and fluorine source in the reported cascade. A mechanism involving O generation/activation of double bond/O-insertion/spirocyclization/fluorination/ring expansion was supposed.
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| http://dx.doi.org/10.1021/acs.orglett.3c04172 | DOI Listing |
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