The Journal of Organic Chemistry

Ortho metalations of ring-substituted benzyldimethylamines by butyllithium and condensations with benzophenone. Nucleophilic mechanism Cyclizations to phthalans

KP Klein, CR Hauser

文献索引：Klein,K.P.; Hauser,C.R. Journal of Organic Chemistry, 1967 , vol. 32, p. 1479 - 1483

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被引用次数: 42

摘要

Several 2, 3-, and Csubstituted and one 3, 5-disubstituted benzyldimethylamines were. lithiated with n-butyl-lithium in ether-hexane for 1 and 24 hr, and the resulting lithioamines were condensed with bemophenone to form the corresponding carbinolamines. The two% substituted benzyldimethylamines afforded only one of the two possible isomers: that which arose through lithiation at the position ortho to both the dimethylaminomethyl group, and ...