Instituto Universitario de Química Organometálica "Enrique Moles", Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo , C/Julián Clavería 8, 33006 Oviedo, Spain.
Departamento de Química, Área de Química Orgánica, Facultad de Ciencias, Universidad de Burgos , Pza. Misael Bañuelos s/n, 09001 Burgos, Spain.
Chem Rev. 2016 Jul 27;116(14):8256-311. doi: 10.1021/acs.chemrev.6b00181. Epub 2016 Jul 13.
1,3-Dien-5-ynes have been extensively used as starting materials for the synthesis of a wide number of different carbo- and heterocycles. The aim of this review is to give an overview of their utility in organic synthesis, highlighting the variety of compounds that can be directly accessed from single reactions over these systems. Thus, cycloaromatization processes are initially commented, followed by reactions directed toward the syntheses of five-membered rings, other carbocycles and, finally, heterocycles. The diverse methodologies that have been developed for the synthesis of each of these types of compounds from 1,3-dien-5-ynes are presented, emphasizing the influence of the reaction conditions and the use of additional reagents in the outcome of the transformations.
1,3-二烯-5-ynes 被广泛用作合成各种不同碳环和杂环化合物的起始原料。本篇综述的目的是概述它们在有机合成中的应用,重点介绍可以通过这些体系中的单一反应直接获得的各种化合物。因此,首先评论了环芳构化过程,然后是导向五元环、其他碳环以及最终杂环合成的反应。从 1,3-二烯-5-ynes 合成每种类型化合物的各种方法都被呈现出来,强调了反应条件的影响以及额外试剂在转化结果中的使用。