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Acid‐Acid‐Catalyzed Tandem Reactions Driven by an Additive‐Like Component
The Chemical Record ( IF 6.6 ) Pub Date : 2020-10-14 , DOI: 10.1002/tcr.202000097
Shaomin Chen 1, 2 , Rongxian Bai 1 , Minghao Li 1 , Ping Liu 2 , Yanlong Gu 1, 3
Affiliation  

Acid‐catalyzed tandem reactions with auto‐tandem catalysis are effective for simplifying organic synthesis. However, some of the reported reactions were established based on the use of well‐designed substrate with complex structure. In some cases, owing to the existence of a big gap between each catalytic cycle, it is hard to bind all the individual reaction steps to be a peaceful sequence. To enrich the diversity and also to strengthen the practical usefulness of the methodology developed by auto‐tandem catalysis, an additive‐like component was added to induce acid‐acid‐catalyzed tandem reaction. During the reaction, the additive‐like component acted either as an activator to increase the reactivity of the starting material or a hided reagent to enable successful transformation of the intermediate. Many novel tandem reactions were established in a one‐pot manner with the aid of this strategy. Importantly, this strategy not only allows the use of simple and commercially available chemicals as substrates, but also possesses multiple merits, such as simplifying operation, lowering waste generation and enhancing synthetic efficiency and atom‐economy. A summarization of the additive‐like component‐induced auto‐tandem catalysis with an acid catalyst was given in this review, in which many acid‐acid‐catalyzed tandem reactions were discussed. The reported additive‐like components were classified as three types: oxidative type, reductive type and neutral type depending on their mechanisms in assisting the establishment of acid‐acid‐catalyzed tandem reactions. Many examples were collected and analyzed from the viewpoints of simplifying the synthesis and manifesting their superior and distinct functionalities of the additives. A perspective of this concept was also given at the end of this review.

中文翻译:

类加性组分驱动的酸-酸催化串联反应

带有自串联催化的酸催化串联反应可有效简化有机合成。但是,一些报道的反应是基于使用精心设计的结构复杂的底物而建立的。在某些情况下,由于每个催化循环之间都存在较大的间隙,因此很难将所有单独的反应步骤绑定为和平的顺序。为了丰富多样性并增强自动串联催化方法开发的方法的实用性,添加了类似添加剂的成分以诱导酸-酸催化的串联反应。在反应过程中,类似添加剂的组分既可以充当活化剂来增加起始原料的反应性,又可以充当隐蔽试剂来成功地转化中间体。在这种策略的帮助下,通过一锅法建立了许多新颖的串联反应。重要的是,该策略不仅允许使用简单的市售化学品作为底物,而且还具有多种优点,例如简化操作,减少废物产生并提高合成效率和原子经济性。这篇综述总结了使用酸催化剂的类添加剂引起的自动串联催化,并讨论了许多酸-酸催化的串联反应。所报告的类似添加剂的成分可分为三种类型:氧化型,还原型和中性型,这取决于它们有助于建立酸-酸催化串联反应的机理。从简化合成并显示添加剂的优越和独特功能的观点出发,收集并分析了许多实例。在这篇评论的结尾也给出了这个概念的观点。
更新日期:2020-10-14
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