Stereoselective cis-addition of aromatic C-H bonds to alkynes catalyzed by dinuclear palladium complexes

被引：115

作者：

Tsukada, N ^{[1
]}

Mitsuboshi, T ^{[1
]}

Setoguchi, H ^{[1
]}

Inoue, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Engn, Dept Chem Mat, Sendai, Miyagi 9808579, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 40期

关键词：

D O I：

10.1021/ja0375075

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reactions of alkynes with arenes proceeded in the presence of dinuclear palladium complexes and trialkylboranes to yield alkyne hydroarylation products with high stereoselectivity. In the reactions of monosubstituted benzenes, meta and para products were formed in statistical ratios, while no ortho isomers were detected. Copyright © 2003 American Chemical Society.

引用

页码：12102 / 12103

页数：2

共 54 条

[11] Exchange couplings between a hydride and a stretched dihydrogen ligand in ruthenium complexes
Guari, Y
Sabo-Etienne, S
Chaudret, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (17) : 4228 - 4229
[12] TRANSITION-METAL COMPLEXES OF DIAZENES .32. FUNCTIONALIZATION OF AROMATIC AZO-COMPOUNDS BY THE COBALT-CATALYZED, REGIOSELECTIVE DOUBLE ADDITION OF TOLANE - 2,6-DISTILBENYLAZOBENZENES AND 2,3-DIHYDROCINNOLINES
HALBRITTER, G
KNOCH, F
WOLSKI, A
KISCH, H
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (15-16): : 1603 - 1605
[13] Ruthenium-catalysed ortho vinylation of aromatic ketones with alkynes;: unexpected cyclopentaannulation
Harris, PWR
Rickard, CEF
Woodgate, PD
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 589 (02) : 168 - 179
[14] ADDITION OF 5-MEMBERED AROMATIC HETEROCYCLIC-COMPOUNDS TO ACETYLENES CATALYZED BY TETRARHODIUM DODECACARBONYL - SYNTHESES OF VINYL SUBSTITUTED AROMATIC HETEROCYCLIC-COMPOUNDS
HONG, P
CHO, BR
YAMAZAKI, H
[J]. CHEMISTRY LETTERS, 1980, (05) : 507 - 510
[15] RHODIUM CARBONYL CATALYZED CARBONYLATION OF UNSATURATED-COMPOUNDS .4. CARBONYLATION AND OLIGOMERIZATION OF DIPHENYLACETYLENE CATALYZED BY CO4(CO)12, RH4(CO)12, AND IR4(CO)12 UNDER PRESSURE OF CARBON-MONOXIDE
HONG, P
MISE, T
YAMAZAKI, H
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (01) : 247 - 248
[16] REACTIONS OF BENZENES WITH ACETYLENES CATALYZED BY RHODIUM CARBONYL UNDER CARBON-MONOXIDE
HONG, P
CHO, BR
YAMAZAKI, H
[J]. CHEMISTRY LETTERS, 1979, (04) : 339 - 342
[17] Ishiyama T, 2002, ANGEW CHEM INT EDIT, V41, P3056, DOI 10.1002/1521-3773(20020816)41:16<3056::AID-ANIE3056>3.0.CO
[18] 2-#
[19] Mild iridium-catalyzed borylation of arenes. High turnover numbers, room temperature reactions, and isolation of a potential intermediate
Ishiyama, T
Takagi, J
Ishida, K
Miyaura, N
Anastasi, NR
Hartwig, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (03) : 390 - 391
[20] Efficient activation of aromatic C-H bonds for addition to C-C multiple bonds
Jia, CG
Piao, DG
Oyamada, JZ
Lu, WJ
Kitamura, T
Fujiwara, Y
[J]. SCIENCE, 2000, 287 (5460) : 1992 - 1995

← 1 2 3 4 5 6 →