Palladium-catalyzed direct α-arylation of ketones.: Rate acceleration by sterically hindered chelating ligands and reductive elimination from a transition metal enolate complex

被引:535
作者
Hamann, BC [1 ]
Hartwig, JF [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
D O I
10.1021/ja9727880
中图分类号
O6 [化学];
学科分类号
0703 ;
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页码:12382 / 12383
页数:2
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共 29 条
[1]   APPLICATION OF ARYLLEAD(IV) DERIVATIVES TO THE PREPARATION OF 3-ARYL-4-HYDROXY-1-BENZOPYRAN-2-ONES [J].
BARTON, DHR ;
DONNELLY, DMX ;
FINET, JP ;
GUIRY, PJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (11) :1365-1375
[2]   COPPER CATALYZED O-PHENYLATION OF PHENOLS AND ENOLS BY PENTAVALENT ORGANOBISMUTH COMPOUNDS [J].
BARTON, DHR ;
FINET, JP ;
KHAMSI, J ;
PICHON, C .
TETRAHEDRON LETTERS, 1986, 27 (31) :3619-3622
[3]   EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION [J].
BORDWELL, FG .
ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (12) :456-463
[4]   PALLADIUM-CATALYZED COUPLING REACTIONS OF ARYL TRIFLATES OR HALIDES WITH KETENE TRIMETHYLSILYL ACETALS - A NEW ROUTE TO ALKYL 2-ARYLALKANOATES [J].
CARFAGNA, C ;
MUSCO, A ;
SALLESE, G ;
SANTI, R ;
FIORANI, T .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :261-263
[5]  
DEKIMPE N, 1989, B SOC CHIM BELG, V98, P481
[6]   AN IMPROVED PROCEDURE FOR A VERSATILE LIGAND - THE SYNTHESIS OF 1,1'-BIS (DIPHENYLPHOSPHINO)-FERROCENE [J].
DELANG, RJ ;
VANSOOLINGEN, J ;
VERKRUIJSSE, HD ;
BRANDSMA, L .
SYNTHETIC COMMUNICATIONS, 1995, 25 (19) :2989-2991
[7]   Carbon-nitrogen-bond-forming reductive elimination of arylamines from palladium(II) phosphine complexes [J].
Driver, MS ;
Hartwig, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (35) :8232-8245
[8]   A second-generation catalyst for aryl halide amination: Mixed secondary amines from aryl halides and primary amines catalyzed by (DPPF)PdCl2 [J].
Driver, MS ;
Hartwig, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) :7217-7218
[9]   Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides [J].
Durandetti, M ;
Nedelec, JY ;
Perichon, J .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (05) :1748-1755
[10]   LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].
FARINA, V ;
KRISHNAN, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595