Reactivity of Arylic Carbanions Generated by Reductive Cleavage of C-N Bond of<i>N,N</i>-Dimethylanilines
作者:Luisa Pisano、Ugo Azzena、Manuela Cattari、Giovanni Melloni
DOI:10.1055/s-2003-42481
日期:——
Phenyl-substituted N,N-dimethylanilines, synthesized by Suzuki coupling reactions in good yields, are transformed to their corresponding arylic carbanions by reductive C-N cleavage with lithium at room temperature. These carbanions react with various electrophiles affording the corresponding ipso-substituted products with absolute regioselectivity.
通过铃木偶联反应合成的苯基取代的 N,N-二甲基苯胺收率很高,在室温下通过锂的还原性 C-N 裂解作用转化为相应的丙烯酸碳离子。这些卡宾离子与各种亲电体反应,生成相应的同系取代产物,具有绝对的区域选择性。