Molybdenum hexacarbonyl promoted ring-opening of hydroxyimino isoxazoles: Unexpected pyrazole formation

被引：11

作者：

AndersonMcKay, J ^{[1
]}

Savage, GP ^{[1
]}

Simpson, GW ^{[1
]}

机构：

[1] CSIRO,DIV CHEM & POLYMERS,CLAYTON,VIC 3169,AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1996年 / 49卷 / 01期

关键词：

D O I：

10.1071/CH9960163

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Fused isoxazoles underwent reductive ring-opening in the presence of molybdenum hexacarbonyl to give the corresponding beta-disubstituted compounds. 3,6,6-Trimethyl-6,7-dihydro-1,2-benzisoxazol-4(5H)-one oxime underwent reductive ring-opening in the presence of molybdenum hexacarbonyl to give 3,6,6-trimethyl-6,7-dihydro-1H-indazol-4(5H)-one. A mechanism is proposed.

引用

页码：163 / 166

页数：4

共 26 条

[1]

AKHREM AA, 1978, SYNTHESIS-STUTTGART, P925

[2]

AKHREM AA, 1971, B ACAD SCI USSR CH, P2642

[3]

ALPER H, 1970, ORGANOMET CHEM SYNTH, V1, P69

[4]

[Anonymous], 1991, CHEM HETEROCYCL COM+, DOI DOI 10.1021/jp212588h

[5]

AURICCHIO S, 1979, SYNTHESIS-STUTTGART, P116

[6] ACTION OF HYDROXYLAMINE ON CHROMONE AND KHELLIN - OXIME VS ISOXAZOLES STRUCTURES [J].

BEUGELMANS, R ;

MORIN, C .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (08) :1356-1360

[7]

BUCHI G, 1972, J AM CHEM SOC, V94, P9128

[8] Acyl derivatives of the dihydroresorcins Part I The action of hydroxylamine and of phenylhydrazine on C-Acetyldimethyl- and C-acetyltrimethyl-dihydroresorcins [J].

Crossley, AW ;

Renouf, N .

JOURNAL OF THE CHEMICAL SOCIETY, 1912, 101 :1524-1538

[9] REDUCTION OF DELTA-2-ISOXAZOLINES .3. RANEY-NICKEL CATALYZED FORMATION OF BETA-HYDROXY KETONES [J].

CURRAN, DP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (18) :5826-5833

[10] REDUCTION OF DELTA-2-ISOXAZOLINES - A CONCEPTUALLY DIFFERENT APPROACH TO THE FORMATION OF ALDOL ADDUCTS [J].

CURRAN, DP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (14) :4024-4026

← 1 2 3 →