A catalyst-free intermolecular trans-iodoalkylation of alkynes

We report the first catalyst-free and trans-selective iodoalkylation reaction of alkynes with a series of α-carbonyl compounds. This unprecedented three-component iodoalkylation reaction is enabled by using (iodoethynyl)trimethylsilane as a radical initiator and iodide source. The 1,2-difunctionaliz...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2018, Vol.16 (6), p.899-903
Main Authors: Liu, Jie-Jie, Huang, Hong-Yan, Cheng, Liang, Liu, Qi, Wang, Dong, Liu, Li
Format: Article
Language:English
Subjects:
Alkenes
Alkynes
Carbonyl compounds
Carbonyls
Catalysis
Catalysts
Construction
Iodides
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Summary:We report the first catalyst-free and trans-selective iodoalkylation reaction of alkynes with a series of α-carbonyl compounds. This unprecedented three-component iodoalkylation reaction is enabled by using (iodoethynyl)trimethylsilane as a radical initiator and iodide source. The 1,2-difunctionalization affords alkenyl iodides, which are versatile building blocks for the construction of tri-substituted alkene derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob03159a