PALLADIUM-CATALYZED IMINOCARBONYLATIVE CROSS-COUPLING REACTION BETWEEN HALOARENES, T-BUNC, AND 9-ALKYL-9-BBN DERIVATIVES - SYNTHESIS OF ALKYL ARYL KETONES

被引：34

作者：

ISHIYAMA, T

OHE, T

MIYAURA, N

SUZUKI, A

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)60111-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cross-coupling reaction between 9-alkyl-9-BBN derivatives, t-butylisocyanide, and haloarenes was carried out in dioxane at 50-degrees-C in the presence of K3PO4 and a catalytic amount of Pd(PPh3)4. The reaction provides alkyl aryl ketones in high yields after hydrolysis of the ketimine intermediates.

引用

收藏

页码：4465 / 4468

页数：4

相关论文

共 8 条

[1]

CASANOVA J, 1964, TETRAHEDRON LETT, P405

[2] PALLADIUM-CATALYZED CARBONYLATIVE CROSS-COUPLING REACTION OF IODOALKANES WITH 9-ALKYL-9-BBN DERIVATIVES - A DIRECT AND SELECTIVE SYNTHESIS OF KETONES [J].

ISHIYAMA, T ;

MIYAURA, N ;

SUZUKI, A .

TETRAHEDRON LETTERS, 1991, 32 (47) :6923-6926

[3] PALLADIUM-CATALYZED CARBONYLATIVE CROSS-COUPLING REACTION OF 1-HALO-1-ALKENES WITH 9-ALKYL-9-BBN DERIVATIVES - A DIRECT SYNTHESIS OF ALPHA,BETA-UNSATURATED KETONES [J].

ISHIYAMA, T ;

MIYAURA, N ;

SUZUKI, A .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (06) :1999-2001

[4] PALLADIUM CATALYZED IMINOCARBONYLATION OF BROMOBENZENE WITH ISOCYANIDE AND ORGANOTIN COMPOUNDS [J].

KOSUGI, M ;

OGATA, T ;

TAMURA, H ;

SANO, H ;

MIGITA, T .

CHEMISTRY LETTERS, 1986, (07) :1197-1200

[5] PALLADIUM-CATALYZED INTERMOLECULAR AND INTRAMOLECULAR CROSS-COUPLING REACTIONS OF B-ALKYL-9-BORABICYCLO[3.3.1]NONANE DERIVATIVES WITH 1-HALO-1-ALKENES OR HALOARENES - SYNTHESES OF FUNCTIONALIZED ALKENES, ARENES, AND CYCLOALKENES VIA A HYDROBORATION COUPLING SEQUENCE [J].

MIYAURA, N ;

ISHIYAMA, T ;

SASAKI, H ;

ISHIKAWA, M ;

SATOH, M ;

SUZUKI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :314-321

[6] SIGMA-ALKYL OR SIGMA-ACYL ISOCYANIDE COMPLEXES OF NICKEL(II) AND PALLADIUM(II) . PREPARATION AND SUCCESSIVE INSERTION REACTIONS [J].

OTSUKA, S ;

NAKAMURA, A ;

YOSHIDA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (25) :7196-&

[7]

WARDELL JL, 1985, CHEM METAL CARBON BO, V2, P219

[8] SINGLE, DOUBLE AND TRIPLE INSERTION OF CYCLOHEXUL ISOCYANIDE INTO METHYL-PALLADIUM SIGMA BOND [J].

YAMAMOTO, Y ;

YAMAZAKI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1970, 43 (08) :2653-+