Palladium-catalyzed Suzuki-type self-coupling of arylboronic acids. A mechanistic study

被引：316

作者：

MorenoManas, M

Perez, M

Pleixats, R

机构：

[1] Department of Chemistry, Univ. Autònoma de Barcelona, Bellaterra

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 07期

关键词：

D O I：

10.1021/jo9514329

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Symmetrical biaryls are formed from arylboronic acids both under tetrakis(triphenylphosphine)palladium and under palladium(II) acetate catalysis. The principal mechanistic features of these self-couplings have been determined.

引用

页码：2346 / 2351

页数：6

共 34 条

[1] OBSERVATION OF CATALYTIC INTERMEDIATES IN THE SUZUKI REACTION BY ELECTROSPRAY MASS-SPECTROMETRY
ALIPRANTIS, AO
CANARY, JW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) : 6985 - 6986
[2] Billington D. C., 1991, COMPREHENSIVE ORGANI, V3
[3] HIGH YIELDS OF UNSYMMETRICAL BIARYLS VIA CROSS-COUPLING OF ARYLBORONIC ACIDS WITH HALOARENES USING A MODIFIED SUZUKI-BELETSKAYA PROCEDURE
CAMPI, EM
JACKSON, WR
MARCUCCIO, SM
NAESLUND, CGM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (20) : 2395 - 2395
[4] A NEW CATALYTIC ACTIVITY OF ANTIMONY(III) CHLORIDE IN PALLADIUM(0)-CATALYZED CONJUGATE ADDITION OF AROMATICS TO ALPHA,BETA-UNSATURATED KETONES AND ALDEHYDES WITH SODIUM TETRAPHENYLBORATE AND ARYLBORONIC ACIDS
CHO, CS
MOTOFUSA, S
OHE, K
UEMURA, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) : 883 - 888
[5] PALLADIUM-CATALYZED CROSS-COUPLING OF ARYL AND ALKENYL BORONIC ACIDS WITH ALKENES VIA OXIDATIVE ADDITION OF A CARBON-BORON BOND TO PALLADIUM(0)
CHO, CS
UEMURA, S
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 465 (1-2) : 85 - 92
[6] PALLADIUM-CATALYZED CONJUGATED DIENE SYNTHESIS FROM VINYLIC HALIDES AND OLEFINIC COMPOUNDS
DIECK, HA
HECK, RF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (08) : 1083 - 1090
[7] PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY
FARINA, V
KRISHNAN, B
MARSHALL, DR
ROTH, GP
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5434 - 5444
[8] LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS
FARINA, V
KRISHNAN, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) : 9585 - 9595
[9] GILLMANN T, 1994, SYNLETT, P649
[10] HECK VERSUS SUZUKI PALLADIUM-CATALYZED CROSS-COUPLING OF A VINYLBORONATE ESTER WITH ARYL HALIDES
HUNT, AR
STEWART, SK
WHITING, A
[J]. TETRAHEDRON LETTERS, 1993, 34 (22) : 3599 - 3602

← 1 2 3 4 →