Highly Selective Catalytic Synthesis of (E,E)-1,4-Diiodobuta-1,3-diene via Atom-Efficient Addition of Acetylene and Iodine: A Versatile (E,E)-1,3-Diene Building Block in Cross-Coupling Reactions

被引:19
作者
Ananikov, Valentine P. [1 ]
Kashin, Alexey S. [1 ]
Hazipov, Oleg V. [1 ,2 ]
Beletskaya, Irina P. [3 ]
Starikova, Zoya A. [4 ]
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
[4] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
cross-coupling; Pt catalyst; green chemistry; natural product synthesis; total synthesis; NATURAL-PRODUCTS; ORGANIC-SYNTHESIS; COMPLEXES; PALLADIUM; ROUTE; DIENES; SYSTEM; VINYL;
D O I
10.1055/s-0030-1261166
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first practical procedure is reported for the synthesis of (E,E)-1,4-diiodobuta-1,3-diene from very simple starting materials (acetylene and I(2)). A pure crystalline product was obtained in a green chemical procedure utilizing the key advantages of highly selective Pt-catalyzed transformation and 100% atom efficiency of the addition reaction. The Pt catalyst was recovered and re-used in the reaction without a noticeable loss of activity.
引用
收藏
页码:2021 / 2024
页数:4
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