A WIDE-RANGE OF ORGANOSILICON COMPOUNDS COUPLES WITH ENOL AND ARYL TRIFLATES IN THE PRESENCE OF PD CATALYST AND FLUORIDE-ION

被引:80
作者
HATANAKA, Y [1 ]
HIYAMA, T [1 ]
机构
[1] SAGAMI CHEM RES CTR, 4-4-1 NISHIOHNUMA, SAGAMIHARA, KANAGAWA 229, JAPAN
关键词
D O I
10.1016/S0040-4039(00)94682-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under the influence of tetrakis(triphenylphosphine)palladium and tetrabutylammonium fluoride, the title reaction took place with alkenyl, alkynyl, aryl, and alkylsilanes to give the corresponding coupled products in good yields with high chemoselectivity and stereospecificity. © 1990.
引用
收藏
页码:2719 / 2722
页数:4
相关论文
共 33 条
[1]   A NOVEL METHOD FOR CARBON-CARBON BOND FORMATION - PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF PHENYL FLUOROALKANESULFONATES WITH ORGANOZINC REAGENTS [J].
CHEN, QY ;
HE, YB .
TETRAHEDRON LETTERS, 1987, 28 (21) :2387-2388
[2]  
COLLMAN JP, 1987, PRINCIPLES APPLICATI
[3]  
CRISP GT, 1988, SYNTHESIS-STUTTGART, P335
[4]   PREPARATION AND NMR-STUDIES OF PENTACOORDINATED SILICON ANIONS [J].
DAMRAUER, R ;
DANAHEY, SE .
ORGANOMETALLICS, 1986, 5 (07) :1490-1494
[5]   PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES [J].
ECHAVARREN, AM ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5478-5486
[6]   CROSS-COUPLING OF ORGANOSILANES WITH ORGANIC HALIDES MEDIATED BY PALLADIUM CATALYST AND TRIS(DIETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE [J].
HATANAKA, Y ;
HIYAMA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04) :918-920
[7]   SELECTIVE SYNTHESIS OF UNSYMMETRICAL BIARYLS VIA PALLADIUM-CATALYZED CROSS-COUPLING OF ARYLFLUOROSILANES WITH ARYL IODIDES [J].
HATANAKA, Y ;
FUKUSHIMA, S ;
HIYAMA, T .
CHEMISTRY LETTERS, 1989, (10) :1711-1714
[8]   PENTACOORDINATE ORGANOSILICATE AS AN ALKYLATING REAGENT - PALLADIUM CATALYZED METHYLATION OF ARYL HALIDES [J].
HATANAKA, Y ;
HIYAMA, T .
TETRAHEDRON LETTERS, 1988, 29 (01) :97-98
[9]   PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF ARYLFLUOROSILANES WITH ARYL IODIDES - A CONVENIENT SYNTHESIS OF DIARYL KETONES [J].
HATANAKA, Y ;
HIYAMA, T .
CHEMISTRY LETTERS, 1989, (11) :2049-2052
[10]   A ONE-POT SYNTHESIS OF CONJUGATED DIENYNES BY PALLADIUM-MEDIATED 3 COMPONENT CROSS-COUPLING REACTION [J].
HATANAKA, Y ;
MATSUI, K ;
HIYAMA, T .
TETRAHEDRON LETTERS, 1989, 30 (18) :2403-2406