Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes

被引:51
作者
Aksenov, Alexander V. [1 ]
Smirnov, Alexander N. [1 ]
Aksenov, Nicolai A. [1 ]
Bijieva, Asiyat S. [1 ]
Aksenova, Inna V. [1 ]
Rubin, Michael [1 ,2 ]
机构
[1] North Caucasus Fed Univ, Dept Chem, Stavropol 355009, Russia
[2] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA
基金
俄罗斯基础研究基金会;
关键词
NON-HODGKINS-LYMPHOMA; 3-SUBSTITUTED; 2-QUINOLONES; BIOLOGICAL EVALUATION; POLYPHOSPHORIC ACID; COMPLEXES; DERIVATIVES; LIGANDS; TELMISARTAN; BENZOTHIAZOLES; ACETAMINATION;
D O I
10.1039/c5ob00131e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to produce N-hydroxyimidamides. The latter undergo sequential acid-promoted cyclocondensation with ortho-OH or ortho-NHR moieties to afford benzoxazoles and benzimidazoles, respectively.
引用
收藏
页码:4289 / 4295
页数:7
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