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探究 NFSI 试剂作为氮源的行为。

Exploring the behavior of the NFSI reagent as a nitrogen source.

机构信息

Synthetic Organic Chemistry Laboratory, Department of Chemistry, University of Delhi, Delhi-110007, India.

出版信息

Org Biomol Chem. 2020 Sep 23;18(36):7056-7073. doi: 10.1039/d0ob01429j.

Abstract

The diverse biological activities of nitrogen-containing compounds make the construction of the C-N bond of great importance. As N-fluorobenzenesulfonimide, one of the most abundant chemical feedstock, has a dual behaviour, i.e. as an electrophilic fluorination and amidation source, it attracts the attention of synthetic chemists for exploitation. This review comprehensively summarizes the significant progress of the efficient and mild amidation reactions, with an emphasis on approaches for the generation of nitrogen-centered intermediates, related mechanisms and new synthetic chemistry methods that offer opportunities to overcome obstacles in pharmaceutical applications. In this perspective, we discuss the developments in the amidation reaction using NFSI in the past decade. We discuss the recent progress, challenges and future outcomes in the area of amidation chemistry using commercially available NFSI.

摘要

含氮化合物的多样化生物活性使得构建 C-N 键具有重要意义。作为最丰富的化学原料之一的 N-氟代苯磺酰亚胺,具有双重行为,即作为亲电氟化和酰胺化源,它引起了合成化学家的关注,以进行开发。这篇综述全面总结了高效温和的酰胺化反应的显著进展,重点介绍了生成含氮中心中间体的方法、相关机制和新的合成化学方法,为克服药物应用中的障碍提供了机会。在这一观点中,我们讨论了过去十年中使用 NFSI 的酰胺化反应的发展。我们讨论了使用商业上可获得的 NFSI 的酰胺化化学领域的最新进展、挑战和未来结果。

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