Palladium catalyzed alkenyl amination:: from enamines to heterocyclic synthesis

被引：68

作者：

Barluenga, J ^{[1
]}

Valdés, C ^{[1
]}

机构：

[1] Univ Oviedo, Inst Univ Quim Organomet Enri Moles, E-33006 Oviedo, Spain

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 39期

关键词：

D O I：

10.1039/b509311b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The most recent advances in the Pd catalyzed amination of alkenyl halides directed towards the synthesis of imines and enamines are reviewed. The application of this cross-coupling reaction in the synthesis of heterocycles appears to be a potentially powerful methodology. The few examples already available are also discussed.

引用

页码：4891 / 4901

页数：11

共 96 条

[1] Hydroamination/Heck reaction sequence for a highly regioselective one-pot synthesis of indoles using 2-chloroaniline [J].

Ackermann, L ;

Kaspar, LT ;

Gschrei, CJ .

CHEMICAL COMMUNICATIONS, 2004, (24) :2824-2825

[2] Highly selective synthesis of enamines from olefins [J].

Ahmed, M ;

Seayad, AM ;

Jackstell, R ;

Beller, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (45) :5615-5619

[3] 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

[4] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].

Alonso, F ;

Beletskaya, IP ;

Yus, M .

CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159

[5]

[Anonymous], 2004, METAL CATALYZED CROS

[6]

[Anonymous], MODERN AMINATION MET

[7] A convenient synthesis of (Z)-1-chloro-1-alkenes and (Z)-1-chloro-2-alkoxy-1-alkenes [J].

Baati, R ;

Barma, DK ;

Krishna, UM ;

Mioskowski, C ;

Falck, JR .

TETRAHEDRON LETTERS, 2002, 43 (06) :959-961

[8] Cascade alkenyl amination/heck reaction promoted by a bifunctional palladium catalyst:: A novel one-pot synthesis of indoles from o-haloanilines and alkenyl halides [J].

Barluenga, J ;

Fernández, MA ;

Aznar, F ;

Valdés, C .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (08) :2276-2283

[9] Palladium-catalyzed amination of 1-bromo- and 1-chloro-1,3-butadienes:: A general method for the synthesis of 1-amino-1,3-butadienes [J].

Barluenga, J ;

Aznar, F ;

Moriel, P ;

Valdés, C .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1697-1701

[10] A straightforward and versatile synthetic approach to 1-azabicyclic alkaloids [J].

Barluenga, J ;

Mateos, C ;

Aznar, F ;

Valdés, C .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (21) :7114-7122

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