Microwave-assisted Palladium-catalyzed C-H bond Functionalizations Towards the Synthesis of Bio-inspired Heterocycles

IF 0.9 Q4 CHEMISTRY, MULTIDISCIPLINARY Current Microwave Chemistry Pub Date : 2021-09-17 DOI:10.2174/2213335608666210917121004
Moumita Saha, Asish R. Das
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Abstract

C-C or C-heteroatom bond formation from direct C-H bond activation of several heteroarenes containing suitable directing groups has now emerged as an efficient and straightforward strategy for the design of complex heterocyclic molecules as well as their late-stage functionalization. The most common problem of several C-H bond activation reactions is high temperature, long reaction time and unwanted side reactions where recent examples of MW assisted C-H bond activation showed the requirements of low temperature and short completion time and thus proved its efficacy in terms of heating effect and conversion rate of conventional heating methods. The schemes discussed in the present review depict the reaction conditions along with a look into the mechanism involved to render a deep understanding of the catalytic role of palladium-catalysis. In some examples, the optimization procedure of the corresponding strategy has been illustrated through tables, i.e., choice of catalyst, solvent screening, loading of the catalyst and percentage yield with different substrates. Each of the described illustrations has been analyzed considering a wide variety of reactants, reaction conditions, and transition metals employed as the catalyst. This review definitely allows to introduce the synthetic chemists in understanding the challenges associated with the previous methods as well as their drawbacks and future opportunities in choosing substrates, catalyst and reaction conditions. This review would be alluring to a wider range of synthetic chemists in academia and industrial R&D sectors working with heterocyclic chemistry. In this short perspective, an outline of recent eloquent examples of a variety of palladium-catalyzed C-H bond activation involving bio-oriented heterocycles achieved in the past ten years is nicely presented and the pros and cons of each strategy are highlighted so that the researchers could get enough scope for further designing and modification of developed protocols.
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微波辅助钯催化C-H键功能化合成仿生杂环
由含有合适导向基团的几种杂芳烃的直接C-H键活化形成的C-C或C-杂原子键现在已经成为设计复杂杂环分子及其后期功能化的一种有效而直接的策略。几种C-H键活化反应中最常见的问题是高温、长反应时间和不需要的副反应,其中MW辅助C-H键激活的最新实例显示出低温和短完成时间的要求,从而证明了其在传统加热方法的加热效果和转化率方面的有效性。本综述中讨论的方案描述了反应条件,并探讨了所涉及的机制,以深入了解钯催化的催化作用。在一些实例中,相应策略的优化程序已通过表格说明,即催化剂的选择、溶剂筛选、催化剂的负载量和不同底物的产率百分比。考虑到各种各样的反应物、反应条件和用作催化剂的过渡金属,对所描述的每一幅插图进行了分析。这篇综述无疑有助于介绍合成化学家了解与以前方法相关的挑战,以及它们在选择底物、催化剂和反应条件方面的缺点和未来的机会。这篇综述将吸引学术界和工业研发部门从事杂环化学工作的更广泛的合成化学家。在这个简短的视角中,很好地介绍了过去十年中实现的各种钯催化的C-H键活化(涉及生物定向杂环)的最新雄辩例子,并强调了每种策略的优缺点,以便研究人员能够获得足够的空间来进一步设计和修改已开发的方案。
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来源期刊
Current Microwave Chemistry
Current Microwave Chemistry CHEMISTRY, MULTIDISCIPLINARY-
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