Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates
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- 作者：Sonia Nieto
- 关键词：Palladium ; Phenylglycine ; Carbonylation ; Isoindolones ; Hydrogenation
- 刊名：Tetrahedron
- 出版年：2011
- 出版时间：10 June 2011
- 年：2011
- 卷：67
- 期：23
- 页码：4185-4191
- 全文大小：379 K
文摘
The orthopalladation of methyl arylglycinate derivatives has been studied. The reaction proceeds efficiently for different electron-withdrawing and electron-releasing substituents at the aryl ring. The carbonylation of the orthopalladated complexes affords, in a single step, substituted (1H)-isoindolin-1-one-3-carboxylates. These compounds constitute valuable synthetic intermediates and can be transformed diastereoselectively into octahydroisoindole-1-carboxylic acid derivatives, an important scaffold in the synthesis of many biologically active compounds.