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Recent trends in the chemistry of Sandmeyer reaction: a review
Molecular Diversity ( IF 3.8 ) Pub Date : 2021-08-20 , DOI: 10.1007/s11030-021-10295-3
Rabia Akhtar 1 , Ameer Fawad Zahoor 1 , Nasir Rasool 1 , Matloob Ahmad 1 , Kulsoom Ghulam Ali 1
Affiliation  

Metal-catalyzed reactions play a vital part to construct a variety of pharmaceutically important scaffolds from past few decades. To carry out these reactions under mild conditions with low-cost easily available precursors, various new methodologies have been reported day by day. Sandmeyer reaction is one of these, first discovered by Sandmeyer in 1884. It is a well-known reaction mainly used for the conversion of an aryl amine to an aryl halide in the presence of Cu(I) halide via formation of diazonium salt intermediate. This reaction can be processed with or without copper catalysts for the formation of C–X (X = Cl, Br, I, etc.), C-CF3/CF2, C–CN, C–S, etc., linkages. As a result, corresponding aryl halides, trifluoromethylated compounds, aryl nitriles and aryl thioethers can be obtained which are effectively used for the construction of biologically active compounds. This review article discloses various literature reports about Sandmeyer-related transformations developed during 2000–2021 which give different ideas to synthetic chemists about further development of new and efficient protocols for Sandmeyer reaction.

Graphical abstract

An updated compilation of new approaches for Sandmeyer reaction is described in this review to construct a variety of carbon-halogen, carbon-phosphorous, carbon-sulfur, carbon-boron etc. linkages.



中文翻译:

Sandmeyer 反应化学的最新趋势:综述

过去几十年来,金属催化反应在构建各种药学上重要的支架方面发挥着至关重要的作用。为了在温和条件下使用低成本、易于获得的前体进行这些反应,各种新方法日益被报道。Sandmeyer 反应就是其中之一,由 Sandmeyer 在 1884 年首次发现。它是一种众所周知的反应,主要用于在卤化铜 (I) 存在下通过形成重氮盐中间体将芳基胺转化为芳基卤化物。该反应可以在有或没有铜催化剂的情况下进行,以形成 C-X(X = Cl、Br、I 等)、C-CF 3 /CF 2、C-CN、C-S 等,链接。结果,可以获得相应的芳基卤化物、三氟甲基化化合物、芳基腈和芳基硫醚,它们可有效地用于构建生物活性化合物。这篇评论文章披露了关于 2000-2021 年期间开发的与 Sandmeyer 相关的转化的各种文献报告,这些报告为合成化学家提供了关于进一步开发新的有效 Sandmeyer 反应方案的不同想法。

图形概要

本综述描述了 Sandmeyer 反应新方法的最新汇编,以构建各种碳-卤素、碳-磷、碳-硫、碳-硼等键。

更新日期:2021-08-20
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