One-Pot synthesis of symmetrical Di- and triarylamines using urea as the source of the amino group

被引：11

作者：

Artamkina, GA ^{[1
]}

Sergeev, AG ^{[1
]}

Stern, MM ^{[1
]}

Beletskaya, IP ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia

来源：

SYNLETT | 2006年 / 02期

关键词：

palladium; arylations; amines; ammonia equivalents; urea;

D O I：

10.1055/s-2005-923596

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple one-pot palladium-catalyzed reaction for the conversion of aryl halides to aryl amines using urea as an ammonia equivalent is reported. Arylation of urea in the presence of Pd(2)dba(3), t-Bu3P center-dot HBF4 and t-BuOK in dioxane gives di- and triarylamines in 65-95% yields.

引用

页码：235 / 238

页数：4

共 25 条

[1]

[Anonymous], 2002, HDB ORGANOPALLADIUM

[2] Palladium-catalyzed reaction of aryl halides with ureas [J].

Artamkina, GA ;

Sergeev, AG ;

Beletskaya, IP .

TETRAHEDRON LETTERS, 2001, 42 (26) :4381-4384

[3]

ARTAMKINA GA, 2002, ZH ORG KHIM, V38, P563

[4] Recent synthetic advances in the nucleophilic amination of benzenes [J].

Belfield, AJ ;

Brown, GR ;

Foubister, AJ .

TETRAHEDRON, 1999, 55 (38) :11399-11428

[5] One-pot synthesis of unsymmetrical triarylamines from aniline precursors [J].

Harris, MC ;

Buchwald, SL .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17) :5327-5333

[6]

Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2046, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2046::AID-ANIE2046>3.0.CO

[7]

2-L

[8] Approaches to catalyst discovery. New carbon-heteroatom and carbon-carbon bond formation [J].

Hartwig, JF .

PURE AND APPLIED CHEMISTRY, 1999, 71 (08) :1417-1423

[9] Palladium-catalyzed amination of aryl halides: Mechanism and rational catalyst design [J].

Hartwig, JF .

SYNLETT, 1997, (04) :329-+

[10] 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

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