Tetrahedron

DDQ-mediated formation of carbon carbon bonds: Oxidation of imines

B Bortolotti, R Leardini, D Nanni, G Zanardi

文献索引：Bortolotti; Leardini; Nanni; Zanardi Tetrahedron, 1993 , vol. 49, # 44 p. 10157 - 10174

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被引用次数: 37

摘要

The reaction of imines with alkynes and alkenes, in the presence of 2, 3-dichloro-5, 6- dicyano-p-benzoquinone (DDQ), to give quinoline derivatives is described. The mechanism of the annulation is discussed, and evidence supporting a non-concerted pathway, at least when the alkene is butyl vinyl ether, is reported. Preliminary information is also given about solid adducts of imines with DDQ, which do not seem to be involved in the reaction path ...