摘要/Abstract

报道了一种铁催化烷基酮类化合物硼化合成三级α-羟基硼酸酯的反应, 使用了可商业购买的FeBr₂作为催化剂, 加入醇作为添加剂来加速反应的进行, 同时避免副反应的发生. 通过该方法合成了一系列三级α-羟基硼酸酯化合物, 反应具有很好的底物兼容性以及官能团兼容性. 该铁催化剂对于大位阻的酮类化合物的硼化反应, 表现出优于铜催化的活性. 同时该反应可应用于克级规模的制备, 随后通过对三级α-羟基硼酸酯的C—O键进行官能化, 将所得的三级α-羟基硼酸酯转化为三级烷基硼酸酯以及偕二硼、偕硅硼类化合物.
关键词: 铁催化, α-羟基硼酸酯, 硼化反应, 酮
Fe-catalyzed borylation of ketones to access tertiary α-hydroxyboronates has been demonstrated. In this transformation, commercially available FeBr₂ was used as the catalyst, alcohols have been added to accelerate the transformation and avoid the side reaction. Various aliphatic ketones with different functional groups have been converted into tertiary α-hydroxyboronates. This transformation showed a particular tolerance for ketones with steric hinderance, which was distinguished from the traditional Cu catalyst. A gram scale reaction was also available. The alcoholic C—O functionalizations based onα-hydroxyboronates have been realized to access tertiary alkyl boronic esters, gem-diborylalkanes and gem- silylborylalkanes.
Key words: iron catalyst, α-hydroxyboronates, borylation, ketones


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