Multiple Aryne Insertions into Oxindoles: Synthesis of Bioactive 3,3-Diarylated Oxindoles and Dibenzo[b,e]azepin-6-ones,Organic Letters

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Multiple Aryne Insertions into Oxindoles: Synthesis of Bioactive 3,3-Diarylated Oxindoles and Dibenzo[b,e]azepin-6-ones
Organic Letters ( IF 4.9 ) Pub Date : 2016-11-18 00:00:00 , DOI: 10.1021/acs.orglett.6b03224
Ramesh Samineni ₁ , Chandramohan Reddy C. Bandi ₁ , Pabbaraja Srihari ₁ , Goverdhan Mehta ₂

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An aryne insertion cascade reaction on oxindoles has been observed and constitutes a convenient “one pot” preparation of bioactive di- and triarylated oxindoles in good yields under mild conditions. A temperature controlled “reaction switch” enables ready access to dibenzo[b,e]azepin-6-one derivatives employing the same reaction regime. This tactic has been extended to a short synthesis of potent antiulcer agent darenzepine.

中文翻译：

多个Aryne插入到吲哚：生物活性的3,3-二芳基氧化吲哚和二苯并[ b，e ] azepin-6-ones的合成

已观察到在羟吲哚上的芳烃插入级联反应，构成了在温和条件下以高收率简便地制备生物活性二芳基和三芳基化吲哚的“一锅法”制剂。通过温度控制的“反应开关”，可以使用相同的反应方案轻松获得二苯并[ b，e ] azepin-6-one衍生物。该策略已扩展到有效的抗溃疡药达伦西平的短期合成中。

更新日期：2016-11-18

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