An expeditious approach to quinolines via Friedlander synthesis catalyzed by FeCl3 or Mg(ClO4)2

被引：93

作者：

Wu, J

Zhang, L

Diao, TN

机构：

[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

SYNLETT | 2005年 / 17期

关键词：

Friedlander synthesis; quinoline; catalyst; FeCl3; Mg(ClO4)(2);

D O I：

10.1055/s-2005-917111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and efficient route for the synthesis of quinolines and polycyclic quinolines utilizing FeCl3 or Mg(ClO4)(2) as a novel catalyst via Friedlander annulation was described.

引用

页码：2653 / 2657

页数：5

共 46 条

[11] Synthesis of carbocyclic and heterocyclic fused quinolines by cascade radical annulations of unsaturated N-aryl thiocarbamates, thioamides, and thioureas [J].

Du, W ;

Curran, DP .

ORGANIC LETTERS, 2003, 5 (10) :1765-1768

[12] Quinolines as potent 5-lipoxygenase inhibitors:: Synthesis and biological profile of L-746,530 [J].

Dubé, D ;

Blouin, M ;

Brideau, C ;

Chan, CC ;

Desmarais, S ;

Ethier, D ;

Falgueyret, JP ;

Friesen, RW ;

Girard, M ;

Girard, Y ;

Guay, J ;

Riendeau, D ;

Tagari, P ;

Young, RN .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (10) :1255-1260

[13] FRIEDLANDER SYNTHESES WITH O-AMINOARYL KETONES .I. ACID-CATALYZED CONDENSATIONS OF O-AMINOBENZOPHENONE WITH KETONES [J].

FEHNEL, EA .

JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (09) :2899-&

[14]

Friedlaender P, 1882, BER DTSCH CHEM GES, V15, P2572, DOI DOI 10.1002/CBER.188201502219

[15] Solution- and solid-phase strategies for the design, synthesis, and screening of libraries based on natural product templates: A comprehensive survey [J].

Hall, DG ;

Manku, S ;

Wang, F .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (02) :125-150

[16] Patent in vitro methicillin-resistant Staphylococcus aureus activity of 2-(1H-indol-3-yl)quinoline derivatives [J].

Hoemann, MZ ;

Kumaravel, G ;

Xie, RL ;

Rossi, RF ;

Meyer, S ;

Sidhu, A ;

Cuny, GD ;

Hauske, JR .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (23) :2675-2678

[17] Friedlander approach for the incorporation of 6-bromoquinoline into novel chelating ligands [J].

Hu, YZ ;

Zhang, D ;

Thummel, RP .

ORGANIC LETTERS, 2003, 5 (13) :2251-2253

[18] New conjugated polymers with donor-acceptor architectures: Synthesis and photophysics of carbazole-quinoline and phenothiazine-quinoline copolymers and oligomers exhibiting large intramolecular charge transfer [J].

Jenekhe, SA ;

Lu, LD ;

Alam, MM .

MACROMOLECULES, 2001, 34 (21) :7315-7324

[19] Zn(II)-mediated alkynylation-cyclization of o-trifluoroacetyl anilines:: One-pot synthesis of 4-trifluoromethyl-substituted quinoline derivatives [J].

Jiang, B ;

Si, YG .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (26) :9449-9451

[20] Practical route to a new class of LTD(4) receptor antagonists [J].

Larsen, RD ;

Corley, EG ;

King, AO ;

Carroll, JD ;

Davis, P ;

Verhoeven, TR ;

Reider, PJ ;

Labelle, M ;

Gauthier, JY ;

Xiang, YB ;

Zamboni, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (10) :3398-3405

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