锆氢化反应研究(Ⅳ)——芳腈的锆氢化反应及其在合成中的应用

Hydrozirconation (Ⅳ)——Hydrozirconation of Aromatic Nifiles and Its Application in Organic Synthesis

芳腈在温和条件下进行锆氢化反应,所得产物经水解得到芳醛;若经酰基化则得到N-酰基不饱和胺。后者不稳定,在室温下与甲醇发生加成反应得N-(α-甲氧基苄基)苯甲酰胺。过量的锆氢化试剂与芳腈反应,继之进行酰基化,得到二元酰基化产物,两个酰基分别加到腈基的碳与氮原子上。

Aromatic nitriles undergo hydrozirconation with Schwartz reagent under mild conitions. Aromatic aldehydes or N-acylimines and N-acylamines are obtain-ad when the reaction intermediates of hydrozirconation are hydrolyzed or treated with acyl chlorides. N-acylimines are unstable and react at room temperature with methanol to give N-(a-methoxybenzyl) benzamides.Aromatic nitriles can also react with excess of Schwartz reagent to give diacyl compounds in which the two acyl groups are connected to carbon and nitrogen atoms in the nitrile group, respectively.