Silver phosphotungstate: A novel and recyclable heteropoly acid for Friedlander quinoline synthesis

被引：139

作者：

Yadav, JS ^{[1
]}

Reddy, BVS ^{[1
]}

Sreedhar, P ^{[1
]}

Rao, RS ^{[1
]}

Nagaiah, K ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2004年 / 14期

关键词：

heteropoly acids; o-aminoaryl ketones; alpha-methylene ketones; quinolines;

D O I：

10.1055/s-2004-831185

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

o-Aminoaryl ketones undergo smooth condensation with a-methylene ketones on the surface of silver heteropoly acid (Ag(3)Pw(12)O(40)) under mild reaction conditions to afford the corresponding polysubstituted quinolines in excellent yields with high selectivity. The catalyst can be recovered by simple filtration and can be recycled in subsequent reactions.

引用

页码：2381 / 2385

页数：5

共 33 条

[1] NEW CONJUGATED POLYANTHRAZOLINES CONTAINING THIOPHENE MOIETIES IN THE MAIN CHAIN [J].

AGRAWAL, AK ;

JENEKHE, SA .

MACROMOLECULES, 1991, 24 (25) :6806-6808

[2] A new green approach to the Friedlander synthesis of quinolines [J].

Arcadi, A ;

Chiarini, M ;

Di Giuseppe, S ;

Marinelli, F .

SYNLETT, 2003, (02) :203-206

[3] Synthesis and antibacterial evaluation of certain quinolone derivatives [J].

Chen, YL ;

Fang, KC ;

Sheu, JY ;

Hsu, SL ;

Tzeng, CC .

JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (14) :2374-2377

[4]

CHENG CC, 1982, ORG REACTIONS, V28, P37

[5] Synthesis of quinolines via ruthenium-catalysed amine exchange reaction between anilines and trialkylamines [J].

Cho, CS ;

Oh, BH ;

Kim, JS ;

Kim, TJ ;

Shim, SC .

CHEMICAL COMMUNICATIONS, 2000, (19) :1885-1886

[6] Solid acids for green chemistry [J].

Clark, JH .

ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :791-797

[7] 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

[8] SELECTIVE REDUCTION OF THE NITRO TO THE AMINO FUNCTIONAL-GROUP BY MEANS OF THE PHTHALOCYANINECOBALT (I) ANION - SYNTHESIS OF N-HETEROCYCLES AND ALKALOIDS [J].

ECKERT, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (02) :208-209

[9] FRIEDLANDER SYNTHESES WITH O-AMINOARYL KETONES .3. ACID-CATALYZED CONDENSATIONS OF O-AMINOBENZOPHENONE WITH POLYFUNCTIONAL CARBONYL COMPOUNDS [J].

FEHNEL, EA .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1967, 4 (04) :565-&

[10] Friedlander synthesis of chiral alkyl-substituted 1,10-phenanthrolines [J].

Gladiali, S ;

Chelucci, G ;

Mudadu, MS ;

Gastaut, MA ;

Thummel, RP .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (02) :400-405

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