Visible-Light-Mediated Nitrogen-Centered Radical Strategy: Preparation of 3-Acylated Spiro[4,5]trienones,Advanced Synthesis & Catalysis

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Visible-Light-Mediated Nitrogen-Centered Radical Strategy: Preparation of 3-Acylated Spiro[4,5]trienones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-07-22 , DOI: 10.1002/adsc.202100852
Pu Chen ₁ , Jun Xie ₁ , Zan Chen ₁ , Bi‐Quan Xiong ₁ , Yu Liu ₁ , Chang‐An Yang ₁ , Ke‐Wen Tang ₁

Affiliation

A nitrogen-centered radical strategy for the preparation of 3-acylated spiro[4,5]trienones via visible-light-mediated acylation/ipso-cyclization of alkynes with acyl oxime esters is reported. The alkyl- and aryl-substituted acyl radicals, which generate from the cleavage of carbon-carbon σ-bonds in acyl oxime esters via nitrogen-centered radical pathway, attack the carbon-carbon triple bonds in propiolamides and then undergo ipso-cyclization. This method provides a way for the construction of 3-acyl-substituted spiro[4,5]trienones, which can introduce aryl- or alkyl-substituted acyl into spiro[4,5]trienone skeletons.

中文翻译：

可见光介导的以氮为中心的自由基策略：3-酰化螺[4,5]三烯酮的制备

为3-酰化螺的制备氮为中心的自由基的策略[4,5] trienones经由可见光介导的酰化/本位与酰基肟酯炔-cyclization报道。所述烷基和芳基取代的酰基的基团，其由碳-碳裂解生成σ -键在酰基肟酯经由氮为中心的自由基途径，攻击在propiolamides碳-碳三键，并且然后经受本位-cyclization。该方法为构建3-酰基取代的螺[4,5]三烯酮提供了一种方法，可以将芳基或烷基取代的酰基引入螺[4,5]三烯酮骨架中。

更新日期：2021-09-21

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