Medran Noelia S, La-Venia Agustina, Testero Sebastian A
Instituto de Química Rosario - IQUIR (CONICET), Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario Suipacha 531 Rosario S2002LRK Argentina
RSC Adv. 2019 Feb 27;9(12):6804-6844. doi: 10.1039/c8ra10247c. eCollection 2019 Feb 22.
The five-membered, nitrogen-containing pyrroline ring is a privileged structure. This ring is present in many bioactive compounds from natural sources. Pyrrolines-the dihydro derivatives of pyrroles-have three structural isomer classes, depending on the location of the double bond: 1-pyrrolines (3,4-dihydro-2-pyrroles), 2-pyrrolines (2,3-dihydro-1-pyrroles) and 3-pyrrolines (2,5-dihydro-1-pyrroles). This review aims to describe the latest advances for the synthesis of pyrrolines by transition metal-catalyzed cyclizations. Only reactions in which the pyrroline ring is formed by metal promotion are described. Transformations of the pyrroline ring in other heterocycles, and the structural manipulations of the pyrroline itself are not discussed. The review is organized into three parts, each covering the metal-mediated synthesis of the three pyrroline isomers. Each part is subdivided according to the metal involved, and concludes with a brief description of notable biological activities within the class.
五元含氮吡咯啉环是一种优势结构。该环存在于许多天然来源的生物活性化合物中。吡咯啉(吡咯的二氢衍生物)有三类结构异构体,取决于双键的位置:1-吡咯啉(3,4-二氢-2-吡咯)、2-吡咯啉(2,3-二氢-1-吡咯)和3-吡咯啉(2,5-二氢-1-吡咯)。本综述旨在描述过渡金属催化环化合成吡咯啉的最新进展。仅描述通过金属促进形成吡咯啉环的反应。不讨论吡咯啉环在其他杂环中的转化以及吡咯啉本身的结构操作。本综述分为三个部分,每个部分涵盖三种吡咯啉异构体的金属介导合成。每个部分根据所涉及的金属进行细分,并以该类别内显著生物活性的简要描述作为结尾。