^(t)BuOK/TMSOK-Mediated“Alkyl Halide to Alkyl Free Radical”Transformation for Transition-Metal-Free Benzoinα-C—H Alkylation  

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作  者:Zhouying Wang Lu Gan Zhibin Song Yunyun Liu Jie-Ping Wan 

机构地区:[1]Jiangxi Province Key Laboratoryof Naturaland Biomimetic Drugs Research,College of Chemistryand Materials,Jiangxi Normal University,Nanchang,Jiangxi 330022,China

出  处:《Chinese Journal of Chemistry》2024年第23期3041-3046,共6页中国化学(英文版)

基  金:financially supported by the National Natural Science Foundation of China(22161022,21861019).

摘  要:The alkali tert-butoxide(^(t)BuOK or^(t)BuONa)mediated generation of aryl free radical from aryl iodide remarks a milestone discovery in the free radical chemistry.However,the equivalent“alkyl halide to alkyl free radical”transformation has not yet been realized in applicable synthesis by similar catalytic tactic.In this paper,the first practical“alkyl halide to alkyl free radical”transformation mediated by^(t)BuOK or TMSOK in the directα-C—H alkylation of benzoins is presented.As the parallelly significant issue as aryl free radical generation,the current work,while bringing a rather facile and useful new approach for the synthesis of diverse benzoins,represents also an important step in the alkyl free radical-based synthesis by displaying the higher generality of simple alkali base mediated radical formation.

关 键 词:Alkyl halide Free radical α-Hydroxy ketone C-H bond ALKYLATION Transition metal-free 

分 类 号:O62[理学—有机化学]

 

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