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A Novel Ring-Opening/Ring-Closing Cascade Reaction Selectively Induced by Aliphatic Primary Amine Using Phenolic Hydroxyl as a Traceless Directing Group
Synthesis ( IF 2.2 ) Pub Date : 2023-01-12 , DOI: 10.1055/s-0042-1751406 Teng Liu 1 , Chao Huang 2 , Shuntao Huang 2 , Jingpeng Li 2 , Qi Yang 2 , Shuyan Zhan 2
中文翻译：
以酚羟基为无痕导向基团的脂肪族伯胺选择性诱导的新型开环/闭环级联反应
更新日期：2023-01-13
Synthesis ( IF 2.2 ) Pub Date : 2023-01-12 , DOI: 10.1055/s-0042-1751406 Teng Liu 1 , Chao Huang 2 , Shuntao Huang 2 , Jingpeng Li 2 , Qi Yang 2 , Shuyan Zhan 2
Affiliation
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An interesting ring-closing/ring-opening cascade reaction selectively induced by aliphatic primary amine for the synthesis of functionalized aminomaleimides is described. This work features phenolic hydroxyl as a traceless directing group that forms a critical six-membered intermediate and then a lactone ammonolysis/intramolecular amidation sequence. This two-step, one-pot practical protocol has broad substrate scope (39 examples) and delivers structurally diverse aminomaleimides in good to excellent yields.
中文翻译：
以酚羟基为无痕导向基团的脂肪族伯胺选择性诱导的新型开环/闭环级联反应
描述了一种由脂肪伯胺选择性诱导的有趣的闭环/开环级联反应，用于合成功能化的氨基马来酰亚胺。这项工作以酚羟基作为无痕导向基团为特征，形成关键的六元中间体，然后是内酯氨解/分子内酰胺化序列。这种两步、一锅实用方案具有广泛的底物范围（39 个示例），并以良好到极好的收率提供结构多样的氨基马来酰亚胺。
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