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Manganese-Mediated C-H Alkylation of Unbiased Arenes Using Alkylboronic Acids

机译:锰介导的烷基硼酸介导的C-H烷基化

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摘要

The alkylation of arenes is an essential synthetic step of interest not only from the academic point of view but also in the bulk chemical industry. Despite its limitations, the Friedel-Crafts reaction is still the method of choice for most of the arene alkylation processes. Thus, the development of new strategies to synthesize alkyl arenes is a highly desirable goal, and herein, we present an alternative method to those conventional reactions. Particularly, a simple protocol for the direct C-H alkylation of unbiased arenes with alkylboronic acids in the presence of Mn(OAc)(3)center dot 2H(2)O is reported. Primary or secondary unactivated alkylboronic acids served as alkylating agents for the direct functionalization of representative polyaromatic hydrocarbons (PAHs) or benzene. The results are consistent with a free-radical mechanism.
机译:芳烃的烷基化是重要的合成步骤,不仅从学术角度来看,而且在大宗化学工业中也是如此。尽管有其局限性,Friedel-Crafts反应仍然是大多数芳烃烷基化工艺的选择方法。因此,开发合成烷基芳烃的新策略是非常需要的目标,在这里,我们提出了那些常规反应的替代方法。特别是,报告了一个简单的协议,用于在Mn(OAc)(3)中心点2H(2)O存在下用烷基硼酸将无偏芳烃直接进行C-H烷基化。伯或仲未活化的烷基硼酸用作烷基化剂,用于代表性的多芳烃(PAH)或苯的直接官能化。结果与自由基机制一致。

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