Recent Advances in the Synthesis of Pyridines by Transition-Metal-Catalyzed [2+2+2] Cycloaddition

被引：187

作者：

Varela, Jesus A. ^{[1
]}

Saa, Carlos ^{[1
]}

机构：

[1] Univ Santiago de Compostela, Fac Quim, Dept Quim Organ, Santiago De Compostela 15782, Spain

来源：

SYNLETT | 2008年 / 17期

关键词：

alkynes; cycloadditions; transition-metal catalysis; nitriles; pyridines;

D O I：

10.1055/s-2008-1078275

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyridines can be efficiently synthesized by the transition-metal-catalyzed [2+2+2] cycloaddition reactions between two alkynes and one nitrile. In this account, we present the state of the art in this area with particular emphasis on the metal catalyst utilized in the reaction.

引用

页码：2571 / 2578

页数：8

共 55 条

[1] Iron-catalyzed reactions in organic synthesis [J].

Bolm, C ;

Legros, J ;

Le Paih, J ;

Zani, L .

CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254

[2] Synthesis of macrocycles via cobalt-mediated [2+2+2] cycloadditions [J].

Boñaga, LVR ;

Zhang, HC ;

Moretto, AF ;

Ye, H ;

Gauthier, DA ;

Li, J ;

Leo, GC ;

Maryanoff, BE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3473-3485

[3] Cobalt-mediated cyclotrimerisation of bis-alkynes and cyanamides [J].

Boñaga, LVR ;

Zhang, HC ;

Maryanoff, BE .

CHEMICAL COMMUNICATIONS, 2004, (21) :2394-2395

[4] ORGANOCOBALT COMPOUNDS IN THE SYNTHESIS OF PYRIDINES - AN EXAMPLE OF STRUCTURE-EFFECTIVITY RELATIONSHIPS IN HOMOGENEOUS CATALYSIS [J].

BONNEMANN, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (04) :248-262

[5]

BONNEMANN H, 1998, TRANSITION METALS OR, V1, P114

[6]

BONNEMANN H, 1990, ADV HETEROCYCL CHEM, V48, P177

[7] Cobalt-catalyzed intramolecular [2+2+2] cocyclotrimerization of nitrilediynes: An efficient route to tetra- and pentacyclic pyridine derivatives [J].

Chang, Hong-Tai ;

Jeganmohan, Masilamani ;

Cheng, Chien-Hong .

ORGANIC LETTERS, 2007, 9 (03) :505-508

[8] [2+2+2] cycloaddition reactions catalyzed by transition metal complexes [J].

Chopade, Pramod R. ;

Louie, Janis .

ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (16-17) :2307-2327

[9] ELECTRONIC AND STERIC EFFECTS IN THE RHODIUM-COMPLEX CATALYZED CO-CYCLIZATION OF ALKYNES AND NITRILES TO PYRIDINE-DERIVATIVES [J].

DIVERSI, P ;

ERMINI, L ;

INGROSSO, G ;

LUCHERINI, A .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 447 (02) :291-298

[10] Metal-assisted cycloaddition reactions in organotransition metal chemistry [J].

Fruhauf, HW .

CHEMICAL REVIEWS, 1997, 97 (03) :523-596

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