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The Synthesis of 2-Spiroindolin-3-one-(thio)barbiturates from 2,1-Benzisoxazoles: A Rearrangement Promoted by Thermal Conditions
Synthesis ( IF 2.6 ) Pub Date : 2020-03-24 , DOI: 10.1055/s-0039-1690865
Paulo Almeida 1, 2 , Pedro F. Soeiro 1, 2 , João L. Serrano 1, 2 , José A. Paixão 3 , Renato E. F. Boto 1, 2 , Samuel Silvestre 1, 4
Affiliation  

A new thermal process to prepare spiroindolin-3-ones from 3-substituted 2,1-benzisoxazoles in good yields (70–85%) is described. The highest yields were observed when microwave irradiation was used. The method does not require the use of any additive or catalyst. A possible reaction mechanism involving a nitrene key intermediate is proposed.

中文翻译:

由2,1-苯并异恶唑合成2-螺吲哚并-3-一(硫代)巴比妥酸酯:热条件促进的重排

描述了一种新的热方法,该方法可以由3取代的2,1-苯并恶唑制备高产率(70-85%)的螺吲哚啉-3-酮。当使用微波辐射时,观察到最高的产率。该方法不需要使用任何添加剂或催化剂。提出了一种可能的反应机理,其中涉及一个氮烯键中间体。
更新日期:2020-03-24
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