通过铑(III)催化的邻乙烯基苯酚 C-H 功能化反应来实现苯并[ e ]氧杂环戊烯的直接组装。
Straightforward assembly of benzoxepines by means of a rhodium(III)-catalyzed C-H functionalization of o-vinylphenols.
机构信息
Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela , 15782 Santiago de Compostela, Spain.
出版信息
J Am Chem Soc. 2014 Jan 22;136(3):834-7. doi: 10.1021/ja410538w. Epub 2013 Dec 12.
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.
readily 可用的邻乙烯基苯酚在与催化量的[Cp*RhCl2]2和 Cu(OAc)2 处理时，会与炔烃发生形式上的（5 + 2）环加成反应。该反应涉及烯基部分末端 C-H 键的断裂，以实用、通用和原子经济性的方式生成高价值的苯并噁嗪骨架。使用一氧化碳代替炔烃作为反应伙伴，会导致香豆素产物，其形式上是通过（5 + 1）环加成反应生成的。
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