Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, Serdang 43400, Selangor, Malaysia.
Integrated Chemical BioPhysics Research, Faculty of Science, Universiti Putra Malaysia, Serdang 43400, Selangor, Malaysia.
Molecules. 2021 Nov 17;26(22):6937. doi: 10.3390/molecules26226937.
Lawesson's reagent (LR) is a well-known classic example of a compound with unique construction and unusual chemical behavior, with a wide range of applications in synthetic organic chemistry. Its main functions were rounded for the thionation of various carbonyl groups in the early days, with exemplary results. However, the role of Lawesson's reagent in synthesis has changed drastically, and now its use can help the chemistry community to understand innovative ideas. These include constructing biologically valuable heterocycles, coupling reactions, and the thionation of natural compounds. The ease of availability and the convenient usage of LR as a thionating agent made us compile a review on the new diverse applications on some common functional groups, such as ketones, esters, amides, alcohols, and carboxylic acids, with biological applications. Since the applications of LR are now diverse, we have also included some new classes of heterocycles such as thiazepines, phosphine sulfides, thiophenes, and organothiophosphorus compounds. Thionation of some biologically essential steroids and terpenoids has also been compiled. This review discusses the recent insights into and synthetic applications of this famous reagent from 2009 to January 2021.
劳森试剂（LR）是一个具有独特结构和不寻常化学性质的化合物的经典范例，在合成有机化学中有广泛的应用。它的主要功能在早期是用于各种羰基的硫代化，效果显著。然而，劳森试剂在合成中的作用已经发生了巨大的变化，现在它的使用可以帮助化学界理解创新的思路。这些思路包括构建具有生物价值的杂环、偶联反应以及天然化合物的硫代化。LR 作为一种硫代试剂，易于获得且使用方便，因此我们编写了一篇综述，介绍了它在一些常见官能团（如酮、酯、酰胺、醇和羧酸）上的新的、多样化的应用，这些应用具有生物方面的意义。由于 LR 的应用现在已经多样化，我们还包括了一些新的杂环，如噻唑烷、膦硫醚、噻吩和有机硫磷化合物。一些生物必需的甾体和萜类化合物的硫代化也进行了综述。本文讨论了 2009 年至 2021 年 1 月期间，对这种著名试剂的最新见解和合成应用。
