Aromatic nitration using nitroguanidine and EGDN

被引：28

作者：

Oxley, Jimmie C. ^{[1
]}

Smith, James L. ^{[1
]}

Moran, Jesse S. ^{[1
]}

Canino, Jonathan N. ^{[1
]}

Almog, Joseph ^{[2
]}

机构：

[1] Univ Rhode Isl, Kingston, RI 02881 USA

[2] Hebrew Univ Jerusalem, Casali Inst Appl Chem, IL-91904 Jerusalem, Israel

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 28期

关键词：

aromatic nitration; EGDN; mixed acid; regioselectivity;

D O I：

10.1016/j.tetlet.2008.04.153

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid catalyzed nitration has been examined using a variety of novel nitration agents: guanidine nitrate (GN) and nitroguanicline (NQ) as well as the simple nitrate ester, ethylene glycol dinitrate (EGDN). Reactions with either activated or deactivated aromatic substrates proceed rapidly and in high yield. Regioselectivity was similar for all nitrating agents examined. The synthetic advantages of liquid EGDN include high solubility in organic solvents, strong nitration activity and ease of preparation. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：4449 / 4451

页数：3

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