Visible‐Light‐Induced Radical Difluoromethylation of Alkynoates by [bis(Difluoroacetoxy)iodo]benzene to Yield 3‐Difluoromethylated Coumarins,Asian Journal of Organic Chemistry

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Visible‐Light‐Induced Radical Difluoromethylation of Alkynoates by [bis(Difluoroacetoxy)iodo]benzene to Yield 3‐Difluoromethylated Coumarins
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-01-11 , DOI: 10.1002/ajoc.202000655
Kui Lu ₁ , Ting Zhou ₂ , Xiaodong Jia ₂ , Peng Wei ₂ , Lingyu Lei ₂ , Xiaolan Xi ₂ , Jiang Liu ₂ , Xia Zhao ₃

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A visible‐light‐induced radical difluoromethylation of alkynoates using [bis(difluoroacetoxy)iodo]benzene as the CF₂H radical precursor was developed for the first time. 3‐Difluoromethyl‐substituted coumarins were synthesized via a radical difluoromethylation/cyclization/ester migration cascade. The mild and catalyst‐free conditions, as well as the good functional group tolerance, render this protocol an alternative and green strategy for the synthesis of 3‐difluoromethyl‐substituted coumarins.

中文翻译：

[双（二氟乙酰氧基）碘]苯的可见光诱导炔基自由基二氟甲基化，生成3-二氟甲基化香豆素

首次开发了使用[双（二氟乙酰氧基）碘]苯作为CF ₂ H自由基前体的链烷酸酯的可见光诱导的自由基二氟甲基化。3-二氟甲基取代的香豆素是通过自由基二氟甲基化/环化/酯迁移级联反应合成的。温和，无催化剂的条件以及良好的官能团耐受性使该方案成为3-二氟甲基取代的香豆素合成的替代和绿色策略。

更新日期：2021-03-11

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