Straightforward assembly of benzoxepines by means of a rhodium(III)- catalyzed C-H functionalization of o-vinylphenols

Andrés Seoane, Noelia Casanova, Noelia Quiñones, José L. Mascareñas, Moisés Gulías

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Resum

Readily available o-vinylphenols undergo a formal (5 + 2) cycloaddition to alkynes when treated with catalytic amounts of [Cp*RhCl2] 2 and Cu(OAc)2. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety, generates highly valuable benzoxepine skeletons in a practical, versatile, and atom-economical manner. Using carbon monoxide instead of an alkyne as reaction partner leads to coumarin products which formally result from a (5 + 1) cycloaddition.

Idioma originalAnglès
Pàgines (de-a)834-837
Nombre de pàgines4
RevistaJournal of the American Chemical Society
Volum136
Número3
DOIs
Estat de la publicacióPublicada - 22 de gen. 2014
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