Reactivity of N-arylsulfonyl-1,4-benzoquinone imines. Reaction with hydrazoic acid
作者:A. P. Avdeenko、Yu. V. Menafova
DOI:10.1134/s1070428006030110
日期:2006.3
N-Arylsulfonyl-2-halo-1,4-benzoquinone imines react with hydrazoic acid in boiling acetic acid via two pathways: the 1,4-addition and nucleophilic replacement of the halogen atom by an azido group, followed by the 1,4-addition of HN3. In the reaction of N-arylsulfonyl-2,6-dihalo-1,4-benzoquinone imines with hydrazoic acid, both halogen atoms are replaced by azido groups, while N-p-tolylsulfonyl-2-methyl-1,4-benzoquinone imine takes up HN3 molecule according to the 1,4-addition pattern.