One-Pot Highly Regioselective Synthesis of Indole-Fused Pyridazino[4,5-b][1,4]benzoxazepin-4(3H)-ones by a Smiles Rearrangement,Synlett

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One-Pot Highly Regioselective Synthesis of Indole-Fused Pyridazino[4,5-b][1,4]benzoxazepin-4(3H)-ones by a Smiles Rearrangement
Synlett ( IF 1.7 ) Pub Date : 2018-03-05 , DOI: 10.1055/s-0037-1609338
Xiaolei Jiang ₁ , Fangdong Hu ₁

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A simple and convenient synthesis of indole-fused pyridazino[4,5-b][1,4]benzoxazepin-4(3H)-ones is described. A range of 2-(1H-indol-2-yl)phenols and 4,5-dichloropyridazin-3-ones are compatible with this reaction. A Smiles rearrangement is proposed as a key step in the highly regioselective construction of the products. The easy availability of the starting materials makes this an appealing method in organic synthesis.

中文翻译：

通过微笑重排一锅法高度区域选择性合成吲哚稠合哒嗪并[4,5-b][1,4]benzoxazepin-4(3H)-ones

介绍了一种简单方便的吲哚稠合哒嗪 [4,5-b][1,4] benzoxazepin-4(3H)-ones 的合成方法。一系列 2-(1H-indol-2-yl)phenols 和 4,5-dichloropyridazin-3-ones 与该反应相容。Smiles 重排被认为是产品高度区域选择性构建的关键步骤。起始材料的易得性使其成为有机合成中的一种有吸引力的方法。

更新日期：2018-03-05

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