Efficient synthesis of 3-pyrrolylquinolines via an 1,3-dipolar cycloaddition/oxidation sequence

被引：20

作者：

Menasra, H ^{[1
]}

Kedjadja, A ^{[1
]}

Debache, A ^{[1
]}

Rhouati, S ^{[1
]}

Belfaitah, A ^{[1
]}

Carboni, B ^{[1
]}

机构：

[1] Univ Mentouri Constantine, Fac Sci, Lab Prod Nat Origine Vegetale & Synth Organ, Constantine, Algeria

来源：

SYNTHETIC COMMUNICATIONS | 2005年 / 35卷 / 21期

关键词：

dipolar cycloaddition; oxidation; pyrroles; quinolines; Wittig reaction;

D O I：

10.1080/00397910500290425

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of some new functionalized quinolyl derivatives relies on the 1,3-dipolar cycloaddition of an azomethine ylide, generated from sarcosine and paraformaldehyde, to quinolyl alpha,beta-unsaturated esters, followed by oxidation of the pyrrolidinyl moiety to pyrrole with activated MnO2 .

引用

页码：2779 / 2788

页数：10

共 24 条

[1]

[Anonymous], 1984, 1,3-Dipolar Cycloaddition Chemistry

[2]

[Anonymous], 1989, Adv. Heterocycl. Chem, DOI DOI 10.1016/S0065-2725(08)60332-3

[3]

Bharmal FM, 2001, INDIAN J HETEROCY CH, V10, P189

[4] Diphenyl quinolines and isoquinolines: Synthesis and primary biological evaluation [J].

Croisy-Delcey, M ;

Croisy, A ;

Carrez, D ;

Huel, C ;

Chiaroni, A ;

Ducrot, P ;

Bisagni, E ;

Jin, L ;

Leclercq, G .

BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (11) :2629-2641

[5]

DATTA NJ, 2000, J I CHEM, V72, P169

[6] 3-aryl-2-quinolone derivatives:: Synthesis and characterization of in vitro and in vivo antitumor effects with emphasis on a new therapeutical target connected with cell migration [J].

Joseph, B ;

Darro, F ;

Béhard, A ;

Lesur, B ;

Collignon, F ;

Decaestecker, C ;

Frydman, A ;

Guillaumet, G ;

Kiss, R .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (12) :2543-2555

[7]

JOUCLA M, 1988, B SOC CHIM FR, P579

[8]

Kansagra BP, 2000, INDIAN J HETEROCY CH, V10, P5

[9]

KANSAGRA BP, 2000, J I CHEM, V72, P68

[10]

Khunt R, 2001, J INDIAN CHEM SOC, V78, P47

← 1 2 3 →