Biphasic cyanation of aryl halides with counter phase transfer catalysts

被引：32

作者：

Okano, T ^{[1
]}

Kiji, J ^{[1
]}

Toyooka, Y ^{[1
]}

机构：

[1] Tottori Univ, Dept Mat Sci, Fac Engn, Tottori 680, Japan

来源：

CHEMISTRY LETTERS | 1998年 / 05期

关键词：

D O I：

10.1246/cl.1998.425

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cyanation of aryl iodides with NaCN under heptane-water two-phase conditions is efficiently catalyzed by PdCl2{PPh2(m-C6H4SO3Na)}(2) in the presence of zinc chloride and NaBH4, and gave the corresponding aryl nitriles in high yields. The biphasic cyanation had an advantage in that the aryl nitriles are easily separated from the mixtures of catalyst and reagents.

引用

页码：425 / 426

页数：2

共 25 条

[1] TRANSITION METAL-MEDIATED REACTIONS USING [C-11] CYANIDE IN SYNTHESIS OF C-11 LABELED AROMATIC-COMPOUNDS [J].

ANDERSSON, Y ;

LANGSTROM, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (11) :1395-1400

[2] PHASE-TRANSFER CATALYSIS IN THE NICKEL-CATALYZED CYANATION OF ARYL HALIDES [J].

CASSAR, L ;

FOA, M ;

MONTANARI, F ;

MARINELLI, GP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 173 (03) :335-339

[3]

CASSAR L, 1980, ANN NY ACAD SCI, V333, P208

[4]

Cassar L., 1974, ADV CHEM SER, V132, P252

[5] TRANSITION-METAL CATALYZED REACTION OF ME3SICN .4. PALLADIUM-CATALYZED CYANATION OF ARYL HALIDES BY TRIMETHYLSILYL CYANIDE [J].

CHATANI, N ;

HANAFUSA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (24) :4714-4716

[6]

DALTON JR, 1979, J ORG CHEM, V44, P4443, DOI 10.1021/jo01338a042

[7] THE ELECTROLYTIC MAINTENANCE OF HOMOGENEOUS CATALYTIC ACTIVITY [J].

DAVISON, JB ;

PEERCELANDERS, PJ ;

JASINSKI, RJ .

JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1983, 130 (09) :1862-1865

[8] CYANATION OF AROMATIC HALIDES [J].

ELLIS, GP ;

ROMNEYALEXANDER, TM .

CHEMICAL REVIEWS, 1987, 87 (04) :779-794

[9] REACTION OF TETRACYANOCOBALTATE(I) WITH ARYL HALIDES - FORMATION OF "SIGMA-ARYLPENTACYANOCOBALTATES(III) AND CYANATION TO ARYL CYANIDES [J].

FUNABIKI, T ;

NAKAMURA, H ;

YOSHIDA, S .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 243 (01) :95-100

[10] TRANSFORMATIONS OF CHLOROARENES, CATALYZED BY TRANSITION-METAL COMPLEXES [J].

GRUSHIN, VV ;

ALPER, H .

CHEMICAL REVIEWS, 1994, 94 (04) :1047-1062

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