Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia.
Chem Asian J. 2011 Feb 1;6(2):306-23. doi: 10.1002/asia.201000405. Epub 2010 Sep 17.
1,4-Diiodo-1,3-dienes are unique reagents in organic synthesis and have been employed in several well-known and recently developed areas of application. Furthermore, these dienes are easily accessible, starting from the alkynes and iodine, and they have demonstrated high reactivity in cross-coupling reactions, organometallic synthesis, in the preparation of heterocyclic compounds, and several other transformations. The high reactivity of the 1,4-diiodo-1,3-dienes allows for the development of synthetic procedures that use mild conditions (room temperature). The key advantages in assembling complex organic molecules, natural products, and compounds for material science using 1,4-diiodo-1,3-dienes as building blocks include high yields, excellent selectivity, and diverse reactivity in carbon-carbon and carbon-heteroatom bond formation. This Focus Review describes the scope and application of the 1,4-diiodo-1,3-dienes in organic synthesis as well as summarizes the methods for preparation of the dienes.
1,4-二碘-1,3-二烯是有机合成中独特的试剂,已在几个知名且最近发展的应用领域得到应用。此外,这些二烯易于制备,可从炔烃和碘开始,并且在交叉偶联反应、有机金属合成、杂环化合物的制备以及其他几种转化中表现出高反应性。1,4-二碘-1,3-二烯的高反应性允许开发使用温和条件(室温)的合成程序。使用 1,4-二碘-1,3-二烯作为构建块组装复杂有机分子、天然产物和材料科学化合物的关键优势包括高收率、优异的选择性以及在碳-碳和碳-杂原子键形成中的多样化反应性。本重点综述描述了 1,4-二碘-1,3-二烯在有机合成中的范围和应用,并总结了制备二烯的方法。