COPPER-AMMONIA MEDIATED OXIDATION OF CARBONYL-COMPOUNDS

被引：21

作者：

ARORA, PK ^{[1
]}

SAYRE, LM ^{[1
]}

机构：

[1] CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(00)74473-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper(II) in aqueous NH4OH, in most cases in conjunction with O2 or K2S2O8 as auxiliary oxidant, induces oxidative cleavage of ketones to nitriles when there is a good carbon electrofuge; for unactivated ketones, the main reaction observed is oxidative coupling of ketimines to give azines.

引用

页码：1007 / 1010

页数：4

共 20 条

[1] COPPER(I) CHLORIDE ADDUCTS OF THE MONOIMINES OF 9,10-PHENANTHRENEQUINONES AND 1,2-NAPHTHOQUINONE, AND THEIR REACTION WITH MOLECULAR-OXYGEN [J].

BALOGHHERGOVICH, E ;

SPEIER, G .

INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1984, 84 (02) :129-134

[2]

BRACKMAN W, 1966, RECL TRAV CHIM PAY-B, V85, P446

[3]

Brackman W., 1963, RECL TRAV CHIM PAYS, V82, P757

[4]

BREUKINK KW, 1960, RECL TRAV CHIM PAY B, V79, P443

[5] COPPER(II)-INDUCED CLEAVAGE OF CARBON-CARBON BONDS - MONONITRILES OF MUCONIC ACIDS FROM ORTHO-BENZOQUINONES, CATECHOLS, AND PHENOLS BY REACTION WITH COPPER(II) IN THE PRESENCE OF AMMONIA [J].

DEMMIN, TR ;

ROGIC, MM .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (13) :2737-2739

[6] COPPER(II)-INDUCED OXIDATIONS OF AROMATIC SUBSTRATES - CATALYTIC CONVERSION OF CATECHOLS TO ORTHO-BENZOQUINONES - COPPER PHENOXIDES AS INTERMEDIATES IN THE OXIDATION OF PHENOL AND A SINGLE-STEP CONVERSION OF PHENOL, AMMONIA, AND OXYGEN INTO MUCONIC ACID MONONITRILE [J].

DEMMIN, TR ;

SWERDLOFF, MD ;

ROGIC, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (19) :5795-5804

[7] UBER DIE OXYDATION VON AROMATISCHEN ALDIMINEN IN FLUSSIGER PHASE [J].

FISCHER, E .

JOURNAL FUR PRAKTISCHE CHEMIE, 1965, 29 (3-6) :199-&

[8]

HEINE HG, 1970, LIEBIGS ANN CHEM, V735, P56

[9] COPPER-MEDIATED OXYGENATION OF ALDEHYDES AND INTERNAL CANNIZZARO-LIKE REARRANGEMENT OF PHENYLGLYOXAL [J].

JIN, SJ ;

ARORA, PK ;

SAYRE, LM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3011-3018

[10] CHROMIUM(V) OXIDATIONS OF ORGANIC-COMPOUNDS [J].

KRUMPOLC, M ;

ROCEK, J .

INORGANIC CHEMISTRY, 1985, 24 (04) :617-621

← 1 2 →