Selective access to dihydrophenanthridines and phenanthridinones via cyclisation of aryl amines onto N -tethered arynes
Selective access to dihydrophenanthridines and phenanthridinones via cyclisation of aryl amines onto N -tethered arynes
复制标题
通过将芳基胺环化到 N-束缚芳烃上选择性获得二氢菲啶和菲啶酮
DOI：
10.1039/d3cc03027j
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发表时间：
2023
影响因子：
4.9
通讯作者：
Sun W
中科院分区：
文献类型：
--
作者：
Sun W
以芳胺为原料，在温和的条件下，通过分子内加成反应合成了5，6-二氢菲并吡啶类化合物。开发了一种新的三氟硅芳基前驱体，以提高反应活性，并使富电子和贫电子的芳香胺进行环化。当反应在空气中进行时，产物选择性发生完全切换，在其他相同的反应条件下，提供相应的菲-6(5H)-酮作为唯一产物。
5,6-Dihydrophenanthridines are prepared from aryl amines via intramolecular addition to N-tethered arynes under mild conditions. A new o-silylaryl triflate precursor was developed to increase reactivity and enable electron-rich and electron-poor aryl amines to undergo cyclisation. A complete switch in product selectivity occurs when the reaction is conducted in air, affording the corresponding phenanthridin-6(5H)-one as the sole product under otherwise identical reaction conditions.