Convenient reduction of nitrobenzenes to anilines using electrochemically generated nickel

被引：31

作者：

Yasuhara, A ^{[1
]}

Kasano, A ^{[1
]}

Sakamoto, T ^{[1
]}

机构：

[1] Tohoku Univ, Fac Pharmaceut Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 07期

关键词：

D O I：

10.1021/jo981935p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of nitrobenzenes with electrogenerated nickel in DMF gave anilines without affecting the alkenyl, alkynyl, halo, acetyl, methoxy; cyano, ethoxycarbonyl, formyl, benzyloxy, and phenylsulfonylamino groups at room temperature in a short time. The nickel was easily prepared by electrolysis in 0.3 M Et4NBF4-DMF solution under an argon atmosphere at a constant current (10 mA/cm(2)) and can be stored under argon at -20 degrees C for at least a week.

引用

页码：2301 / 2303

页数：3

共 20 条

[1] REDUCTIONS WITH HYDRAZINE HYDRATE CATALYZED BY RANEY NICKEL .1. AROMATIC NITRO COMPOUNDS TO AMINES [J].

BALCOM, D ;

FURST, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (17) :4334-4334

[2]

BAUMGARTEN HE, 1973, ORG SYNTH, V5, P30

[3]

BLATT AH, 1943, ORG SYNTH, V2, P130

[4] HYDROGENATION OF NITROAROMATICS IN PRESENCE OF NEW PLATINUM METAL AND CARBON-SUPPORTED PLATINUM METAL CATALYSTS [J].

BROWN, HC ;

SIVASANKAR, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (14) :2828-&

[5] 6-AMINOINDOLE [J].

BROWN, RK ;

NELSON, NA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (20) :5149-5150

[6]

BUDAVARI S, 1989, MERCK INDEX, P105

[7] Diethyl chlorophosphite: A mild reagent for efficient reduction of nitro compounds to amines [J].

Fischer, B ;

Sheihet, L .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (02) :393-395

[8]

GILMAN H, 1941, ORG SYNTH, V1, P240

[9]

HAN BH, 1985, TETRAHEDRON LETT, V26, P6233

[10] PREPARATION OF NONSYMMETRICAL PARA-BENZOQUINONE DIIMINES FOR EVALUATION AS PROTEIN CLEAVAGE REAGENTS [J].

HOLMES, TJ ;

LAWTON, RG .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (19) :3146-3150

← 1 2 →