PALLADIUM-CATALYZED MULTIPLE COUPLING REACTIONS OF BETA-BROMOSTYRENE WITH NORBORNENE AND DICYCLOPENTADIENE

被引：19

作者：

ALBRECHT, K ^{[1
]}

DEMEIJERE, A ^{[1
]}

机构：

[1] UNIV GOTTINGEN,INST ORGAN CHEM,D-37077 GOTTINGEN,GERMANY

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 12期

关键词：

PALLADIUM CATALYSIS; HECK REACTIONS; DOMINO COUPLING REACTIONS;

D O I：

10.1002/cber.19941271229

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(E)-beta-Bromostyrene [(E)-2] reacts with norbornene (1a) or dicyclopentadiene (1b) in the presence of Pd(OAc)(2), K2CO3, and nBu(4)NBr in DMF to yield a mixture of the 2:1 coupling products 4 and 5, while (Z)-beta-bromostyrene [(2)-2] gives exclusively 5. Under analogous conditions, (Z)-3-iodoacryclic acid (6) reacts with norbornene (1a) to give the diene 11 with an exo,exo-2,3-disubstituted norbornane skeleton.

引用

页码：2539 / 2541

页数：3

共 29 条

[1] ALBRECHT K, 1992, SYNLETT, P521
[2] PALLADIUM-CATALYZED DOMINO COUPLING REACTIONS OF ARYL HALIDES WITH NORBORNENE AND NORBORNENE DERIVATIVES - A SIMPLE ROUTE TO POLYCYCLIC AROMATIC-COMPOUNDS
ALBRECHT, K
REISER, O
WEBER, M
KNIERIEM, B
DEMEIJERE, A
[J]. TETRAHEDRON, 1994, 50 (02) : 383 - 401
[3] DEVELOPMENT OF ORGANOPALLADIUM(IV) CHEMISTRY - FUNDAMENTAL-ASPECTS AND SYSTEMS FOR STUDIES OF MECHANISM IN ORGANOMETALLIC CHEMISTRY AND CATALYSIS
CANTY, AJ
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (02) : 83 - 90
[4] PALLADIUM-CATALYZED OR NICKEL-CATALYZED SEQUENTIAL REACTION OF ORGANIC BROMIDES, BICYCLO[2.2.1]HEPT-2-ENE OR BICYCLO[2.2.1]HEPTA-2,5-DIENE AND ALKYNES
CATELLANI, M
CHIUSOLI, GP
MARI, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 275 (01) : 129 - 138
[5] CATELLANI M, 1992, GAZZ CHIM ITAL, V122, P481
[6] PALLADIUM-CATALYZED SYNTHESES OF CONDENSED CYCLOPENTANES - THE CRYSTAL AND MOLECULAR-STRUCTURE OF 3-BENZYLIDENPENTACYCLO[9.2.1.5,8.11,11.02,10.04,9]-PENTADECANE
CATELLANI, M
CHIUSOLI, GP
SGARABOTTO, P
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 240 (03) : 311 - 319
[7] CHANGING SELECTIVITY IN PALLADIUM-CATALYZED REACTIONS INVOLVING OXIDATION-STATE .4. A NEW SYNTHESIS FROM IODOBENZENE AND NORBORNENE
CATELLANI, M
CHIUSOLI, GP
CASTAGNOLI, C
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 407 (03) : C30 - C33
[8] A SIMPLE DIRECT SYNTHESIS OF AN ALKYLAROMATIC PALLADACYCLE
CATELLANI, M
CHIUSOLI, GP
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 437 (03) : 369 - 373
[9] GROUP-VIII METAL-CATALYZED C-C BOND-FORMING SEQUENCES
CHIUSOLI, GP
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 300 (1-2) : 57 - 80
[10] Heck R.F., 1991, COMPREHENSIVE ORGANI, V4, P833, DOI DOI 10.1016/B978-0-08-052349-1.00110-4

← 1 2 3 →