Metal-Free Direct Construction of 2-(Oxazol-5-yl)phenols from N-Phenoxyamides and Alkynylbenziodoxolones via Sequential [3,3]-Rearrangement/Cyclization,Organic Letters

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Metal-Free Direct Construction of 2-(Oxazol-5-yl)phenols from N-Phenoxyamides and Alkynylbenziodoxolones via Sequential [3,3]-Rearrangement/Cyclization
Organic Letters ( IF 4.9 ) Pub Date : 2018-11-29 00:00:00 , DOI: 10.1021/acs.orglett.8b03427
Ming Li ₁ , Jia-Hui Wang ₁ , Wei Li ₁ , Li-Rong Wen ₁

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A mild and straightforward synthetic protocol for the construction of 2-(oxazol-5-yl)phenol derivatives promoted by K₂CO₃ from N-phenoxyamides and alkynylbenziodoxolones at room temperature has been developed. Importantly, this protocol involves a tandem sequence that includes [3,3]-rearrangement/alkylidene carbene insertion/Michael addition/cyclization. The metal-free conditions, broad substrate scope, and simple execution make this novel protocol very attractive.

中文翻译：

通过顺序[3,3]-重排/环化反应从N-苯氧基酰胺和炔基苯并恶唑啉酮中无金属直接构建2-（Ozazol-5-yl）苯酚

已经开发了一种温和简单的合成方案，用于在室温下构建由N-苯氧基酰胺和炔基苯并恶唑烷酮由K ₂ CO ₃促进的2-（恶唑-5-基）苯酚衍生物。重要的是，该协议涉及一个串联序列，该串联序列包括[3,3]重排/亚烷基卡宾插入/迈克尔加成/环化。无金属的条件，广泛的基板范围和简单的执行方式使这种新颖的协议非常有吸引力。

更新日期：2018-11-29

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