Synthesis

Reactivity of arylic carbanions generated by reductive cleavage of CN bond of N, N-dimethylanilines

U Azzena, M Cattari, G Melloni, L Pisano

Index: Azzena, Ugo; Cattari, Manuela; Melloni, Giovanni; Pisano, Luisa Synthesis, 2003 , # 18 p. 2811 - 2814

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Citation Number: 4

Abstract

Abstract Phenyl-substituted N, N-dimethylanilines, synthesized by Suzuki coupling reactions in good yields, are transformed to their corresponding arylic carbanions by reductive CN cleavage with lithium at room temperature. These carbanions react with various electrophiles affording the corresponding ipso-substituted products with absolute regioselectivity.