Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride

被引：43

作者：

Lu, Yang ^{[1
]}

Li, Yaming ^{[1
]}

Zhang, Rong ^{[1
]}

Jin, Kun ^{[1
]}

Duan, Chunying ^{[1
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China

来源：

TETRAHEDRON | 2013年 / 69卷 / 45期

基金：

中国国家自然科学基金;

关键词：

ortho-Nitration; Aromatic amines; Bismuth nitrate; Regioselectivity; Synthetic methods; AROMATIC NITRO-COMPOUNDS; IPSO-NITRATION; REGIOSPECIFIC SYNTHESIS; SUPPORTED HYDRAZINE; SELECTIVE NITRATION; PHENOLIC-COMPOUNDS; ARYLBORONIC ACIDS; ARYL HALIDES; EFFICIENT; NITROARENES;

D O I：

10.1016/j.tet.2013.08.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and one-pot synthetic method for the regioselective ortho-nitration of the N-phenyl carboxamides and primary anilines has been developed by using bismuth nitrate and acetic anhydride as the nitrating reagents. Reaction proceeds at room temperature and results in corresponding ortho-nitrated products in moderate to excellent yields. This method provides an operationally simple, regioselective, and efficient access to synthesize o-nitro anilines under the mild conditions. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：9422 / 9427

页数：6