DIRECT COUPLING OF FUNCTIONALIZED ORGANOLITHIUM COMPOUNDS WITH ARYL AND VINYL HALIDES

被引:35
作者
BARLUENGA, J
MONTSERRAT, JM
FLOREZ, J
机构
[1] Departamento de Química Organometálica, Facultad de Química, Universidad de Oviedo
关键词
D O I
10.1021/jo00074a025
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction between beta- and gamma-nitrogen-functionalized and gamma- and epsilon-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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页码:5976 / 5980
页数:5
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