The Journal of Organic Chemistry

Selective ortho lithiation of (2, 5-dimethoxyphenyl) diphenylphosphine oxide and trapping of the resulting aryllithium with electrophiles

JM Brown, S Woodward

文献索引：Brown, John M.; Woodward, Simon Journal of Organic Chemistry, 1991 , vol. 56, # 24 p. 6803 - 6809

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被引用次数: 47

摘要

The title compound undergoes predominant 6-lithiation, ortho to the methoxy and phosphinoyl groups, on reaction with t-BuLi in THF under conditions of thermodynamic control at low temperature. The organolithium compound is stable at least to 0" C and can be trapped by a range of electrophiles to give the corresponding tetrasubstituted (diphenylphosphinoy1) arenes in moderate to good yield. The iodide formed by this ...