Ligand-Free Iron-Catalyzed Carbon (sp2)–Carbon (sp2) Oxidative Homo-Coupling of Alkenyllithiums

A new strategy was developed for the efficient synthesis of di-, tetra-, and hexa-substituted 1,3-butadienes. This one-pot procedure involves lithium–iodine exchange to generate the corresponding vinyllithium intermediates. A subsequent iron-catalyzed ligand-free oxidative homo-coupling eventually l...

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Bibliographic Details
Published in:Organic letters 2019-02, Vol.21 (3), p.700-704
Main Authors: Zhong, Zhuliang, Wang, Zhi-Yong, Ni, Shao-Fei, Dang, Li, Lee, Hung Kay, Peng, Xiao-Shui, Wong, Henry N. C
Format: Article
Language:English
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Summary:A new strategy was developed for the efficient synthesis of di-, tetra-, and hexa-substituted 1,3-butadienes. This one-pot procedure involves lithium–iodine exchange to generate the corresponding vinyllithium intermediates. A subsequent iron-catalyzed ligand-free oxidative homo-coupling eventually led to the formation of 1,3-butadienes in acceptable to excellent isolated yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03893