Regioselective Nitration of N-Alkyl Anilines using tert-Butyl Nitrite under Mild Condition

被引：43

作者：

Chaudhary, Priyanka ^{[1
]}

Gupta, Surabhi ^{[1
]}

Muniyappan, Nalluchamy ^{[2
]}

Sabiah, Shahulhameed ^{[2
]}

Kandasamy, Jeyakumar ^{[1
]}

机构：

[1] Indian Inst Technol BHU, Dept Chem, Varanasi 221005, Uttar Pradesh, India

[2] Pondicherry Univ, Dept Chem, Pondicherry 605014, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 01期

关键词：

ONE-POT SYNTHESIS; AROMATIC SULFONAMIDES; METAL; ARYL; NITROSAMINES; REDUCTION; AMINES; (BUONO)-BU-T; MECHANISM; AMIDES;

D O I：

10.1021/acs.joc.8b02377

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioselective ring nitration of N-alkyl anilines is reported using tert-butyl nitrite. The reactions proceed efficiently with a wide range of substrates providing synthetically useful N-nitroso N-alkyl nitroanilines in excellent yields which can be easily converted into N-alkyl phenylenediamines and N-alkyl nitroanilines using Zn-AcOH and HCl/MeOH, respectively.

引用

页码：104 / 119

页数：16

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