Selective Conversion of Benzylic C-H Bonds to an Amine Function by Oxidative Nucleophilic Substitution
作者:Alain Guy、Alain Lemor、Joël Doussot、Marc Lemaire
DOI:10.1055/s-1988-27747
日期:——
The benzylic proton of alkylarenes 1 was replaced by an azido group in one step by reaction with trimethylsilyl azide or hydrazoic acid in chloroform in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The 1-arylalkyl azides 2 were reduced to amines 3, which were characterized as their hydrochlorides 4.
在氯仿中,在 2,3-二氯-5,6-二氰基-1,4-苯醌(DDQ)的存在下,通过与三甲基硅叠氮化物或苯甲酸反应,烷基烯烃 1 的苄基质子被叠氮基团一步取代。 1- 芳基烷基叠氮化物 2 被还原成胺 3,其特征为它们的盐酸盐 4。