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通过直接芳基化形成芳基-芳基键的最新进展。

Recent advances in aryl-aryl bond formation by direct arylation.

作者信息

McGlacken Gerard P, Bateman Lorraine M

机构信息

Chemistry Department and Analytical and Biological Chemistry Facility, University College Cork, Ireland.

出版信息

Chem Soc Rev. 2009 Aug;38(8):2447-64. doi: 10.1039/b805701j. Epub 2009 May 22.

Abstract

The abundance of the biaryl structural motif in natural products, in biologically active molecules and in materials chemistry has positioned aryl-aryl (Ar-Ar) bond formation high on the agenda of synthetic chemists. For decades well-known reactions such as the Mizoroki-Heck and Suzuki-Miyaura have been the methods of choice to furnish biaryls. More recently, however, alternative methods, most notably direct arylation via C-H activation, have become the focus of many research groups. Compared to traditional methods, direct arylation affords Ar-Ar compounds in fewer steps by removing the need for prefunctionalisation. Furthermore, given that either one or two hydrogens are targeted, less waste and good atom economy are features of this methodology. This critical review covers, in the main part, reports from January 1, 2006, to October 22, 2008 (117 references).

摘要

联芳基结构单元在天然产物、生物活性分子及材料化学中的广泛存在,使得芳基-芳基(Ar-Ar)键的形成在合成化学家的议程中占据了重要位置。几十年来,诸如Mizoroki-Heck反应和Suzuki-Miyaura反应等著名反应一直是合成联芳基化合物的首选方法。然而,最近,其他方法,尤其是通过C-H活化进行的直接芳基化反应,已成为许多研究小组关注的焦点。与传统方法相比,直接芳基化反应无需预官能团化,从而以更少的步骤得到Ar-Ar化合物。此外,鉴于反应靶向的是一个或两个氢原子,该方法具有较少的废弃物产生和良好的原子经济性。本综述主要涵盖了2006年1月1日至2008年10月22日期间的报道(参考文献117篇)。

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