The nitration of electron-rich aromatics

被引：31

作者：

Dwyer, CL ^{[1
]}

Holzapfel, CW ^{[1
]}

机构：

[1] Rand Afrikaans Univ, Dept Chem & Biochem, ZA-2006 Auckland Pk, South Africa

来源：

TETRAHEDRON | 1998年 / 54卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(98)00418-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The successful mononitration of a variety of electron-rich aromatic substrates is reported, employing either nitronium tetrafluoroborate or "claycop" as the nitrating agent. Dinitration of four of the substrates was achieved when employing nitronium tetrafluoroborate. Several of the products have previously been prepared only by indirect methods. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7843 / 7848

页数：6

共 27 条

[11]

Holzapfel CW, 1998, HETEROCYCLES, V48, P215

[12] THE SYNTHESIS OF MELICOPICINE AND SOME TRIMETHOXY-10-METHYLACRIDONES [J].

HUGHES, GK ;

NEILL, KG ;

RITCHIE, E .

AUSTRALIAN JOURNAL OF SCIENTIFIC RESEARCH SERIES A-PHYSICAL SCIENCES, 1950, 3 (03) :497-503

[13]

KAMETANI TETSUJI, 1965, YAKUGAKU ZASSHI, V85, P985

[14] PREPARATION OF MONONITROPHLOROGLUCINOL METHYL ETHERS AND BENZENESULPHONATES [J].

KAMPOURI.EM .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (23) :2568-&

[15] AROMATIC SUBSTITUTION .7. FRIEDEL-CRAFTS TYPE NITRATION OF AROMATICS [J].

KUHN, SJ ;

OLAH, GA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (22) :4564-&

[16] IMPROVED PROCEDURES FOR THE PREPARATION OF 2-NITRO-5-METHOXYPHENOL AND 6-METHOXY-2(3H)-BENZOXAZOLONE FROM 3-METHOXYPHENOL [J].

MALESKI, RJ .

SYNTHETIC COMMUNICATIONS, 1993, 23 (03) :343-348

[17] A FACILE ACCESS TO SUBSTITUTED 2-NITROSOPHENOLS AND 2-NITROPHENOLS VIA REGIOSELECTIVE NITROSATION OF RESORCINOL MONOETHERS [J].

MALESKI, RJ ;

KLUGE, M ;

SICKER, D .

SYNTHETIC COMMUNICATIONS, 1995, 25 (15) :2327-2335

[18] CONVENIENT PREPARATION OF 2-BENZOXAZOLINONES WITH 1,1-CARBONYLDIIMIDAZOLE [J].

NACHMAN, RJ .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (06) :1545-1547

[19] AROMATIC-SUBSTITUTION .34. DIFFERING NATURE AND SELECTIVITY OF NITRATION OF NITRO(DINITRO)BENZENE AND NITRO(DINITRO)-TOLUENES FROM THAT OF BENZENE AND TOLUENE [J].

OLAH, GA ;

LIN, HC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (02) :549-553

[20] SELECTIVE NITRATION VERSUS OXIDATIVE DEALKYLATION OF HYDROQUINONE ETHERS WITH NITROGEN-DIOXIDE [J].

RATHORE, R ;

BOSCH, E ;

KOCHI, JK .

TETRAHEDRON, 1994, 50 (23) :6727-6758

← 1 2 3 →