1,4-Diiodo-1,3-dienes: Versatile Reagents in Organic Synthesis

被引:27
作者
Ananikov, Valentine P. [1 ]
Hazipov, Oleg V. [1 ,2 ]
Beletskaya, Irina P. [3 ]
机构
[1] Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Natl Acad Sci, Litvinenko Inst Phys Organ & Coal Chem, UA-83114 Donetsk, Ukraine
[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
基金
俄罗斯基础研究基金会;
关键词
catalysis; cross-coupling; dienes; natural products; pheromones; METAL-PROMOTED CYCLIZATION; BIDENTATE NITROGEN LIGANDS; BIOSYNTHETIC GENE-CLUSTER; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; GRIGNARD-REAGENTS; CONJUGATED DIENES; REACTION PATTERNS; CARBON-DISULFIDE; TRIPLE BOND;
D O I
10.1002/asia.201000405
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:306 / 323
页数:18
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