Metal‐free Catalytic Esterification of Aryl Alkyl Ketones with Alcohols via Free‐radical Mediated C(sp3)−H Bond Oxygenation,Asian Journal of Organic Chemistry

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Metal‐free Catalytic Esterification of Aryl Alkyl Ketones with Alcohols via Free‐radical Mediated C(sp3)−H Bond Oxygenation
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-01-20 , DOI: 10.1002/ajoc.202000691
Banothu Rammurthy ₁ , Swamy Peraka ₁ , Amrutham Vasu ₁ , Gajula Krishna Sai ₁ , Yennamaneni Divya Rohini ₁ , Narender Nama ₂

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A novel metal‐free catalytic one‐pot approach has been developed for the esterification of aralkyl ketones with alcohols under open‐air atmospheric conditions. The inexpensive iodide/oxone reagent system allowed the cascade C(sp³)−H bond oxygenation, selective C−C bond cleavage and esterification through the both radical and ionic pathways in a stepwise manner in one‐pot. This mild, convenient and economically viable catalytic method tolerates the various functional groups to provide the corresponding alkyl benzoates in up to 98% yields with up to 99% selectivity. The efficiency and feasibility of scale‐up of the present catalytic system was demonstrated with gram scale experiments (up to 10 gram scale).

中文翻译：

自由基介导的C（sp3）-H键氧合作用与醇对芳烷基酮的无金属催化酯化作用

已开发出一种新颖的无金属催化一锅法，用于在露天大气条件下将芳烷基酮与醇进行酯化。廉价的碘化物/ oxone试剂系统可以一步一步地通过自由基和离子途径实现级联C（sp ³）-H键的氧合，选择性C-C键的裂解和酯化。这种温和，方便且经济可行的催化方法可耐受各种官能团，以高达98％的收率和高达99％的选择性提供相应的烷基苯甲酸烷基酯。通过克规模的实验（最大10克规模）证明了本催化系统放大的效率和可行性。

更新日期：2021-03-11

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