Pd(II)-catalyzed intermolecular 1,2-diamination of conjugated dienes

被引：259

作者：

Bar, GLJ ^{[1
]}

Lloyd-Jones, GC ^{[1
]}

Booker-Milburn, KI ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 20期

关键词：

D O I：

10.1021/ja051181d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Pd(II) chloride precatalyst, in the presence of 1 equiv of benzoquinone, effects highly efficient, regioselective 1,2-diamination of 1,3-dienes using dialkyl ureas under mild conditions. There is no requirement for a large excess of diene. Copyright © 2005 American Chemical Society.

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页码：7308 / 7309

页数：2

相关论文

共 15 条

[1] PALLADIUM(II)-PROMOTED 1,4-DIAMINATION OF 1,3-DIENES - STEREOCHEMISTRY OF AMINATION OF A PI-ALLYLPALLADIUM COMPLEX [J].

AKERMARK, B ;

BACKVALL, JE ;

LOWENBORG, A ;

ZETTERBERG, K .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 166 (02) :C33-C36

[2] PALLADIUM-PROMOTED ADDITION OF AMINES TO ISOLATED DOUBLE-BONDS [J].

AKERMARK, B ;

BACKVALL, JE ;

HEGEDUS, LS ;

ZETTERBE.K ;

SIIRALAH.K ;

SJOBERG, K .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 72 (01) :127-138

[3]

BACKVALL JE, 1978, TETRAHEDRON LETT, V163

[4] Ritter-type reactions of N-chlorosaccharin:: A method for the electrophilic diamination of alkenes [J].

Booker-Milburn, KI ;

Guly, DJ ;

Cox, B ;

Procopiou, PA .

ORGANIC LETTERS, 2003, 5 (18) :3313-3315

[5] Aerobic oxidative amination of unactivated alkenes catalyzed by palladium [J].

Brice, JL ;

Harang, JE ;

Timokhin, VI ;

Anastasi, NR ;

Stahl, SS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (09) :2868-2869

[6] Direct electrophilic diamination of functionalized alkenes without the use of any metal catalysts [J].

Chen, DJ ;

Timmons, C ;

Wei, HX ;

Li, GG .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (14) :5742-5745

[7] PALLADIUM(II)-ASSISTED REACTIONS OF MONOOLEFINS [J].

HEGEDUS, LS .

TETRAHEDRON, 1984, 40 (13) :2415-2434

[8] Organolanthanide-catalyzed hydroamination [J].

Hong, S ;

Marks, TJ .

ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (09) :673-686

[9] Unusually large primary 2H/1H kinetic isotope effects accompanying a syn-β-H elimination reaction in a σ-alkyl palladium complex [J].

Lloyd-Jones, GC ;

Slatford, PA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (09) :2690-2691

[10]

Lucet D, 1998, ANGEW CHEM INT EDIT, V37, P2581, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO