Mechanism of aryl chloride amination: Base-induced oxidative addition

被引：119

作者：

Alcazar-Roman, LM ^{[1
]}

Hartwig, JF ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2001年 / 123卷 / 51期

关键词：

D O I：

10.1021/ja016491k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：12905 / 12906

页数：2

共 31 条

[1] Mechanistic studies of the palladium-catalyzed amination of aryl halides and the oxidative addition of aryl bromides to Pd(BINAP)2 and Pd(DPPF)2:: An unusual case of zero-order kinetic behavior and product inhibition [J].

Alcazar-Roman, LM ;

Hartwig, JF ;

Rheingold, AL ;

Liable-Sands, LM ;

Guzei, IA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (19) :4618-4630

[2]

AMATONE C, 1993, J AM CHEM SOC, V115, P9351

[3] Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions [J].

Amatore, C ;

Jutand, A .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) :314-321

[4] Mechanistic and kinetic studies of palladium catalytic systems [J].

Amatore, C ;

Jutand, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :254-278

[5] PALLADIUM-CATALYZED COUPLING OF ARYLSTANNANES WITH ORGANIC SULFONATES - A COMPREHENSIVE STUDY [J].

FARINA, V ;

KRISHNAN, B ;

MARSHALL, DR ;

ROTH, GP .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) :5434-5444

[6] Sterically hindered chelating alkyl phosphines provide large rate accelerations in palladium-catalyzed amination of aryl iodides, bromides, and chlorides, and the first amination of aryl tosylates [J].

Hamann, BC ;

Hartwig, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (29) :7369-7370

[7] Room-temperature palladium-catalyzed amination of aryl bromides and chlorides and extended scope of aromatic C-N bond formation with a commercial ligand [J].

Hartwig, JF ;

Kawatsura, M ;

Hauck, SI ;

Shaughnessy, KH ;

Alcazar-Roman, LM .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (15) :5575-5580

[8] General and efficient catalytic amination of aryl chlorides using a palladium/bulky nucleophilic carbene system [J].

Huang, J ;

Grasa, G ;

Nolan, SP .

ORGANIC LETTERS, 1999, 1 (08) :1307-1309

[9] Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system [J].

Huang, JK ;

Nolan, SP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (42) :9889-9890

[10] PALLADIUM-CATALYZED VINYLATION OF ORGANIC HALIDES UNDER SOLID LIQUID-PHASE TRANSFER CONDITIONS [J].

JEFFERY, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (19) :1287-1289

← 1 2 3 4 →