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Appropriately substituted 2-alkenylphenols undergo a mild formal 3C+2C cycloaddition with alkynes when treated with a Rh(III) catalyst and an oxidant. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol ring, provides a versatile and efficient approach to highly appealing spirocyclic skeletons and occurs with high selectivity.
Seoane et al. (Mon,) studied this question.
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