Application of Conjugated Carbonyls in the Synthesis of Heterocycles via Oxidative Cycloaddition and Cyclization Reactions,Advanced Synthesis & Catalysis

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Application of Conjugated Carbonyls in the Synthesis of Heterocycles via Oxidative Cycloaddition and Cyclization Reactions
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-10-16 , DOI: 10.1002/adsc.202000970
Avik Kumar Bagdi ₁ , Paramita Pattanayak ₁ , Suvam Paul ₁ , Mousree Mitra ₁ , Tathagata Choudhuri ₁ , Amir Sohel Sheikh ₁

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Synthesis of pharmaceutically active heterocycles is always appealing as the majority of the widely used drugs contain heterocyclic moieties as their core structure. So, the straightforward construction of heterocycles from readily available/accessible reagents is one of the prime targets of the synthetic chemists. In this context, C−H functionalization has emerged as an effective tool for the designing and synthesis of various heterocyclic moieties as it offers a straight‐forward and step‐economic pathway. On the other hand, the readily available/accessible conjugated carbonyls are well‐known reagents for the construction of carbocycles and heterocycles over the years. However, the employment of C−H functionalization of the two C−H bonds of the conjugated alkene in carbocycle/heterocycle synthesis was not so explored. In the last decade, much focus has been paid on the synthesis of various pharmaceutically active heterocycles through C−H bond functionalization of α,β‐unsaturated aldehydes/ketones. These protocols have been developed through either oxidative coupling of conjugated carbonyls with suitable coupling partners or intramolecular C−H bond functionalization of conjugated carbonyls. In this review, we will discuss all the methodologies developed for the synthesis of heterocycles employing intermolecular C−H bond functionalization of conjugated carbonyls. The mechanistic pathways and usefulness of the methodologies will be also highlighted.

中文翻译：

共轭羰基在氧化环加成和环化反应合成杂环中的应用

药物活性杂环的合成一直很有吸引力，因为大多数广泛使用的药物都含有杂环部分作为其核心结构。因此，由容易获得/可获得的试剂直接构建杂环是合成化学家的主要目标之一。在这种情况下，CH功能化已成为设计和合成各种杂环基团的有效工具，因为它提供了直接且步调经济的途径。另一方面，易于获得/可获得的共轭羰基化合物是多年来构建碳环和杂环的知名试剂。然而，在碳环/杂环合成中，共轭烯烃的两个CH键的CH官能化的应用并没有被如此探索。在过去的十年中α，β-不饱和醛/酮。这些方案是通过共轭羰基与合适的偶联伴侣的氧化偶联或共轭羰基的分子内CH键官能化而开发的。在这篇综述中，我们将讨论为利用共轭羰基的分子间CH键官能化合成杂环而开发的所有方法。方法学的机械途径和实用性也将被重点介绍。

更新日期：2020-12-22

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