MILD, REGIOSPECIFIC HYDROCARBOXYLATION OF ALKYNES CATALYZED BY NICKEL CYANIDE UNDER PHASE-TRANSFER CONDITIONS

被引：27

作者：

AMER, I ^{[1
]}

ALPER, H ^{[1
]}

机构：

[1] UNIV OTTAWA,DEPT CHEM,OTTAWA K1N 6N5,ONTARIO,CANADA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1990年 / 383卷 / 1-3期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/0022-328X(90)85154-Q

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Phase transfer catalyzed reaction of alkynes (e.g., phenylacetylene) with carbon monoxide, aqueous base, toluene as the organic phase, and catalytic amounts of nickel cyanide as the metal catalyst and cetyltrimethylammonium bromide as the phase transfer agent, affords unsaturated acids (e.g., atropic acid) in reasonable yields. This regiospecific reaction occurs under mild conditions. © 1990.

引用

收藏

页码：573 / 577

页数：5

相关论文

共 13 条

[1]

ALPER H, 1987, ACS SYM SER, V326, P8

[2] BIMETALLIC PHASE-TRANSFER CATALYSIS [J].

ALPER, H ;

PETRIGNANI, JF .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (20) :1154-1155

[3] MILD, REGIOSPECIFIC BUT-2-ENOLIDE SYNTHESIS AND A CONVENIENT PREPARATION OF ACYLATED DIENES [J].

ALPER, H ;

CURRIE, JK ;

ABBAYES, HD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (07) :311-312

[4] LANTHANIDE-PROMOTED AND NICKEL CYANIDE CATALYZED CARBONYLATION REACTIONS UNDER PHASE-TRANSFER CONDITIONS [J].

AMER, I ;

ALPER, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) :927-930

[5] NICKEL CYANIDE AND PHASE-TRANSFER-CATALYZED CARBONYLATION OF ARYL IODIDES IN THE ABSENCE OF LIGHT [J].

AMER, I ;

ALPER, H .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (21) :5147-5148

[6] SOLID-LIQUID PHASE-TRANSFER AND COBALT CATALYZED SYNTHESIS OF BUT-2-ENOLIDE [J].

ARZOUMANIAN, H ;

PETRIGNANI, JF .

TETRAHEDRON LETTERS, 1986, 27 (49) :5979-5980

[7]

CASSAR L, 1973, SYNTHESIS-STUTTGART, P509

[8]

DESABBAYES H, 1985, ISRAEL J CHEM, V26, P249

[9] CYANONICKEL(II) COMPLEXES AS CATALYSTS FOR THE PHASE-TRANSFER-CATALYZED CARBONYLATION OF ALLYL HALIDES - THE ISOLATION OF THE CATALYTICALLY ACTIVE SPECIES [NI(CO)3CN-] [J].

JOO, F ;

ALPER, H .

ORGANOMETALLICS, 1985, 4 (10) :1775-1778

[10]

REPPE W, 1953, LIEBIGS ANN CHEM, V582, P1