
Journal of Organic Chemistry p. 5976 - 5980 (1993)
Update date:2022-08-03
Topics:
Barluenga, Jose
Montserrat, Javier M.
Florez, Josefa
The reaction between β- and γ-nitrogen-functionalized and γ- and ε-oxygen-functionalized organolithium compounds 3, 4, 30-32 and different aromatic, heteroaromatic, and vinylic halides affords directly the corresponding substitution products: functionalized benzamides 5-26 and alcohols 33-37.Symmetrical and mixed products of double coupling 38-40 were also prepared from 1,4-diiodobenzene.The formation of alkyl halides as intermediates has been verified.Aryl or vinyl halides giving rise to unstable aryl or vinyllithium reagents were unsuccessful in the coupling reaction.
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