Journal of the American Chemical Society

In situ trapping of ortho lithiated benzenes containing electrophilic directing groups

TD Krizan, JC Martin

文献索引：Krizan, Timothy D.; Martin, J. C. Journal of the American Chemical Society, 1983 , vol. 105, # 19 p. 6155 - 6157

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被引用次数: 163

摘要

The greater ease of hydrolysis of the ester function, relative to the nitrile function, makes alkylbenzoates more attractive precursors for 2-substituted benzoic acids. Upton and Beak" have shown that ortho lithiation of alkylbenzoates by LiTMP occurs at-78 OC, but the intermediate aryllithium is rapidly destroyed to give 2-benzoylbenzoates and other self- condensation products before the desired electrophilic reaction partner can be introduced. ...