1,3-Dipolar Cycloaddition鈭扗ecarboxylation Reactions of an Azomethine Ylide with Isatoic Anhydrides: Formation of Novel Benzodiazepinones

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• 作者：Asha M. D鈥橲ouza ; Nadia Spiccia ; Jose Basutto ; Pawel Jokisz ; Leon S.-M. Wong ; Adam G. Meyer ; Andrew B. Holmes ; Jonathan M. White ; John H. Ryan
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：February 4, 2011
• 年：2011
• 卷：13
• 期：3
• 页码：486-489
• 全文大小：192K
• 年卷期：v.13,no.3(February 4, 2011)
• ISSN：1523-7052

文摘

A nonstabilized azomethine ylide reacts with a wide range of substituted isatoic anhydrides to afford novel 1,3-benzodiazepin-5-one derivatives, which are generally isolated in high yield. The transformations involve 1,3-dipolar cycloaddition reactions of the ylide with the anhydrides to give transient, and in a representative case spectroscopically observable, oxazolidine intermediates that undergo ring-opening鈭抎ecarboxylation鈭抮ing-closing reaction cascades to yield the 1,3-benzodiazepin-5-one products.