Diamination of conjugated dienes and trienes catalyzed by N-heterocyclic carbene-Pd(0) complexes

被引：53

作者：

Xu, Liang ^{[1
]}

Du, Haifeng ^{[1
]}

Shi, Yian ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 18期

关键词：

D O I：

10.1021/jo0709394

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper describes a diamination process using di-t-butyldiaziridinone as nitrogen source and N-heterocyclic carbene-Pd(0) complex as catalyst. A wide variety of conjugated dienes and trienes can be effectively diaminated in good yields with high regio- and stereoselectivities.

引用

页码：7038 / 7041

页数：4

共 46 条

[1]

ARANDA VG, 1974, SYNTHESIS-STUTTGART, P504

[2] A STABLE CRYSTALLINE CARBENE [J].

ARDUENGO, AJ ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363

[3] Imidazolylidenes, imidazolinylidenes and imidazolidines [J].

Arduengo, AJ ;

Krafczyk, R ;

Schmutzler, R ;

Craig, HA ;

Goerlich, JR ;

Marshall, WJ ;

Unverzagt, M .

TETRAHEDRON, 1999, 55 (51) :14523-14534

[4] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES [J].

ARDUENGO, AJ ;

DIAS, HVR ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5530-5534

[5]

BACKVALL JE, 1978, TETRAHEDRON LETT, P163

[6] Pd(II)-catalyzed intermolecular 1,2-diamination of conjugated dienes [J].

Bar, GLJ ;

Lloyd-Jones, GC ;

Booker-Milburn, KI .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (20) :7308-7309

[7]

BARLUENGA J, 1979, SYNTHESIS-STUTTGART, P962

[8] A NEW METHOD FOR 1,2-DIAMINATION OF ALKENES USING CYCLOPENTADIENYLNITROSYLCOBALT DIMER-NO-LIALH4 [J].

BECKER, PN ;

WHITE, MA ;

BERGMAN, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (17) :5676-5677

[9] The development of palladium catalysts for C-C and C-heteroatom bond forming reactions of aryl chloride substrates [J].

Bedford, RB ;

Cazin, CSJ ;

Holder, D .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2283-2321

[10] Stable carbenes [J].

Bourissou, D ;

Guerret, O ;

Gabbaï, FP ;

Bertrand, G .

CHEMICAL REVIEWS, 2000, 100 (01) :39-91

← 1 2 3 4 5 →