Straightforward Assembly of Benzoxepines by Means of a Rhodium(III)-Catalyzed C–H Functionalization of o-Vinylphenols

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• 作者：Andrés Seoane ; Noelia Casanova ; Noelia Qui?ones ; José L. Mascare?as ; Moisés Gulías
• 刊名：Journal of the American Chemical Society
• 出版年：2014
• 出版时间：January 22, 2014
• 年：2014
• 卷：136
• 期：3
• 页码：834-837
• 全文大小：337K
• ISSN：1520-5126

文摘

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鈥揌 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.