甲苯及其衍生物苄位C(sp3)—H键官能团化反应研究进展
Recent Progress in Benzylic C(sp3)—H Functionalization of Toluene and Its Derivatives
Received date: 2022-01-17
Revised date: 2022-02-16
Online published: 2022-02-25
甲苯是从石油和天然气中提取的烷基芳烃, 是化学工业中最廉价和最容易获得的材料之一. C—H键官能团化在合成各种生物活性物质中具有重要作用, 由于甲苯苄位碳氢键键能较高, 惰性碳氢键活化一直是该领域研究难点. 因此, 发展简便、高效的方法催化活化甲苯苄位C(sp3)—H键构建C—C和C—X键成为近年研究热点之一. 根据不同反应分类, 综述了近十年在不同催化条件下甲苯苄位C(sp3)—H键官能团化反应研究进展, 详细讨论了反应底物普适性、反应机理和应用, 并对该领域的发展前景和局限性进行了总结.
关键词： 甲苯; C(sp3)—H键活化; 惰性; 选择性催化; C—X键形成
蔡晨怡 , 邹东 . 甲苯及其衍生物苄位C(sp3)—H键官能团化反应研究进展[J]. 有机化学, 2022 , 42(6) : 1586 -1608 . DOI: 10.6023/cjoc202201027
Toluene derivatives are alkyl aromatic hydrocarbons derived from oil and natural gas and are among the cheapest and most readily available materials for the chemical industry. C—H functionalization is important for the synthesis of various bioactive substances, and inert benzylic hydrocarbon bond activation has long been a big challenge in this field due to the high hydrocarbon bond energy. Therefore, the development of simple and efficient methods for C—C and C—X bonds formation has been demonstrated as one of the hot topics by activating the benzylic C(sp3)—H bonds in recent years. The progress in benzylic C(sp3)—H functionalization of toluene and its derivatives under different catalytic conditions in the past decade is summarized according to different reaction classifications. The reaction substrate compatibility, mechanism, applications, advantages and limitations in this field are also discussed in detail.
Key words： toluene; C(sp3)—H bond activation; inert; selective catalysis; C—X bonds formation
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