Synthesis of the dibenzo[b,d]azepine skeleton via a catalyst-free ring expansion domino reaction,Green Chemistry

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Synthesis of the dibenzo[b,d]azepine skeleton via a catalyst-free ring expansion domino reaction
Green Chemistry ( IF 9.3 ) Pub Date : 2024-02-21 , DOI: 10.1039/d3gc04626e
Tao Guo ₁ , Penghua Hu ₁ , Jiaxin Li ₁ , Yujia Zhou ₁ , Panke Zhang ₂ , Yunhui Zhao ₃ , Congjun Zhu ₁

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In this article, a hitherto unreported catalyst-free ring expansion reaction of tetrahydroisoquinolines with o-alkynylarylaldehydes for the construction of the dibenzo[b,d]azepine skeleton is described. Using air as a “green” oxidant, some important biologically active dibenzo[b,d]azepines were produced with favorable functional group tolerance and a wide substrate scope. The synthetic potential was further confirmed by facile scale-up reactions and the synthesis of isoindoline derivatives.

中文翻译：

无催化剂扩环多米诺反应合成二苯并[b,d]氮杂骨架

在本文中，描述了迄今为止未报道的四氢异喹啉与邻炔基芳醛的无催化剂扩环反应，用于构建二苯并[ b , d ]氮杂骨架。利用空气作为“绿色”氧化剂，制备了一些具有良好的官能团耐受性和广泛的底物范围的重要生物活性二苯并[ b , d ]氮杂卓类化合物。通过简单的放大反应和异吲哚啉衍生物的合成进一步证实了合成潜力。

更新日期：2024-02-21

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