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通过三唑和苯并三唑的脱氮环化合成杂环化合物。

Synthesis of Heterocycles through Denitrogenative Cyclization of Triazoles and Benzotriazoles.

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai, 20062, P. R. China.

Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 20048, P. R. China.

出版信息

Chemistry. 2020 Sep 16;26(52):11931-11945. doi: 10.1002/chem.202000674. Epub 2020 Jul 8.

Abstract

During the past few decades, there has been considerable growth in the development of denitrogenative reactions of triazole skeletons to construct valuable cyclic compounds, particularly heterocycles. Despite the inherent difficulty of the ring-opening of triazole derivatives, many novel and efficient approaches have arisen in this area mainly with the use of transition metal (such as rhodium, palladium, silver, copper) catalysis, photolysis, or free radical mediated reactions. Generally, these procedures begin with the ring-opening of 1,2,3-triazoles or benzotriazoles followed by N extrusion and subsequent diverse transformations, which enable the rapid synthesis of various heterocycles in a single step. To avoid overlap with other related reviews, this minireview covers the recent advances in the denitrogenative cyclization of 1,2,3-triazoles since 2016 and the denitrogenative cyclization of benzotriazoles since 2012.

摘要

在过去的几十年中,三唑骨架的脱硝反应在构建有价值的环状化合物,特别是杂环化合物方面有了相当大的发展。尽管三唑衍生物的开环具有内在的困难,但在这一领域出现了许多新颖和有效的方法,主要是使用过渡金属(如铑、钯、银、铜)催化、光解或自由基介导的反应。通常,这些步骤从 1,2,3-三唑或苯并三唑的开环开始,然后进行 N 脱除和随后的多种转化,从而能够在一步中快速合成各种杂环。为了避免与其他相关综述重叠,本篇综述涵盖了自 2016 年以来 1,2,3-三唑的脱硝环化以及自 2012 年以来苯并三唑的脱硝环化的最新进展。

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