Palladium-Catalysed Amination of Aryl- and Heteroaryl Halides Using tertButyl Tetraisopropylphosphorodiamidite as an Easily Accessible and Air-Stable Ligand

被引：29

作者：

Roiban, Gheorghe-Doru ^{[1
,2
]}

Mehler, Gerlinde ^{[2
]}

Reetz, Manfred T. ^{[1
,2
]}

机构：

[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany

[2] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 10期

关键词：

Amines; Amination; P ligands; Palladium; Homogeneous catalysis; CROSS-COUPLING REACTIONS; C-N;

D O I：

10.1002/ejoc.201301789

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The phosphorus compound tert-butyl tetraisopropylphosphorodiamidite, prepared from bis(diisopropylamino)chlorophosphine, is an excellent ligand for palladium-catalysed Buchwald-Hartwig amination of aryl- and heteroaryl chlorides and bromides. Based on its ready accessibility and air-stability, this amination protocol is a practical approach to the synthesis of industrially important aryl- and heteroarylamines.

引用

页码：2070 / 2076

页数：7

共 25 条

[1]

Ackermann L., 2006, Angew. Chem, V118, P7789

[2]

[Anonymous], 2010, ANGEW CHEM INT ED, V49, P4071

[3]

[Anonymous], 2006, ANGEW CHEM INT ED, V45, P7627

[4]

[Anonymous], ANGEW CHEM INT ED

[5]

[Anonymous], 2008, ANGEW CHEM INT ED, V47, P6402

[6] A new class of easily activated palladium precatalysts for facile C-N cross-coupling reactions and the low temperature oxidative addition of aryl chlorides [J].

Biscoe, Mark R. ;

Fors, Brett P. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (21) :6686-+

[7] A highly active catalyst for Pd-catalyzed amination reactions: Cross-coupling reactions using aryl mesylates and the highly selective monoarylation of primary amines using aryl chlorides [J].

Fors, Brett P. ;

Watson, Donald A. ;

Biscoe, Mark R. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (41) :13552-+

[8] An Efficient Process for Pd-Catalyzed C-N Cross-Coupling Reactions of Aryl Iodides: Insight Into Controlling Factors [J].

Fors, Brett P. ;

Davis, Nicole R. ;

Buchwald, Stephen L. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (16) :5766-5768

[9] Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides [J].

Hartwig, John F. .

ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (11) :1534-1544

[10]

Janey J. M., 2010, NAME REACTIONS FUNCT, P564

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