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钯催化的α-芳基-γ-亚甲基-δ-戊内酯的分子内脱羧烯丙基芳基化反应。

Palladium-catalyzed intramolecular decarboxylative allylic arylation of alpha-aryl-gamma-methylidene-delta-valerolactones.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

Chem Commun (Camb). 2010 Mar 14;46(10):1697-9. doi: 10.1039/b924416f. Epub 2010 Feb 4.

Abstract

A palladium-catalyzed intramolecular decarboxylative cyclization of alpha-aryl-gamma-methylidene-delta-valerolactones, followed by olefin isomerization, has been developed to give fused polycyclic aromatic compounds under mild conditions. The process described here can be regarded as a formal decarboxylative allylic arylation without using a pre-formed organometallic nucleophile. The reaction can be conducted on a gram scale and the products thus obtained are further derivatized with ease.

摘要

钯催化的α-芳基-γ-亚甲基-δ-戊内酯的分子内脱羧环化反应,随后发生烯烃异构化,在温和条件下得到稠合多环芳烃化合物。这里所描述的过程可以被视为一种无需使用预先形成的有机金属亲核试剂的形式上的脱羧烯丙基芳基化反应。该反应可以在克级规模上进行,并且很容易对得到的产物进行进一步衍生化。

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