STEREOSPECIFIC PALLADIUM(II)-CATALYZED CYCLOCARBONYLATION OF 3-ARYL-1-PROPYNES AND IODOARENES OR ACID-CHLORIDES TO FORM (E)-3-ARYLIDENEBUTENOLIDES

被引：33

作者：

HUANG, YJ ^{[1
]}

ALPER, H ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 14期

关键词：

D O I：

10.1021/jo00014a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodoarenes react with 3-aryl-1-propynes and carbon monoxide, in the presence of palladium acetate and triphenylphosphine, to form (E)-arylidenebutenolides in 33-88% isolated yields. The same product is formed by substitution of acid chloride for a iodoarene.

引用

页码：4534 / 4536

页数：3

共 9 条

[1] THE REMARKABLE COBALT-CATALYZED AND PHASE-TRANSFER-CATALYZED CARBONYLATION OF EPOXY ALCOHOLS - A FORMAL TRIPLE CARBONYLATION REACTION [J].

ALPER, H ;

EISENSTAT, A ;

SATYANARAYANA, N .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) :7060-7061

[2] POLY-L-LEUCINE AS AN ADDED CHIRAL LIGAND FOR THE PALLADIUM CATALYZED CARBONYLATION OF ALLYLIC ALCOHOLS [J].

ALPER, H ;

HAMEL, N .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (02) :135-136

[3] ACYLATED KETENIMINES AND ALLENES FROM OXAZOL-5(4H)-ONES AND FURAN-2(3H)-ONES [J].

BERSTERMANN, HM ;

HARDER, R ;

WINTER, HW ;

WENTRUP, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1980, 19 (07) :564-566

[4]

Eweiss N.F., 1981, J U KUWAIT-SCI, V8, P185

[5] PREPARATION OF 3(2H)-FURANONES FROM 2-PROPYNYL ALCOHOL, CO, AND PHENYL HALIDES UNDER CO2 ATMOSPHERE CATALYZED BY TRANSITION-METAL COMPLEXES [J].

INOUE, Y ;

OHUCHI, K ;

YEN, IF ;

IMAIZUMI, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (11) :3518-3522

[6] CARBONYLATION OF ORGANIC HALIDES IN THE PRESENCE OF TERMINAL ACETYLENES - NOVEL ACETYLENIC KETONE SYNTHESIS [J].

KOBAYASHI, T ;

TANAKA, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (07) :333-334

[7]

MAQUESTIAU A, 1974, B PSYCHONOMIC SOC, V83, P259

[8] A NOVEL PALLADIUM-CATALYZED REARRANGEMENT OF ACETYLENIC KETONES TO FURANS [J].

SHENG, HY ;

LIN, SY ;

HUANG, YZ .

TETRAHEDRON LETTERS, 1986, 27 (40) :4893-4894

[9]

TOHDA Y, 1977, SYNTHESIS-STUTTGART, P777

← 1 →