Green chemical multi-component one-pot synthesis of fluorinated 2,3-disubstituted quinazolin-4(3H)-ones under solvent-free conditions and their anti-fungal activity

被引：39

作者：

Dandia, A ^{[1
]}

Singh, R ^{[1
]}

Sarawgi, P ^{[1
]}

机构：

[1] Univ Rajasthan, Dept Chem, Jaipur 302004, Rajasthan, India

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2005年 / 126卷 / 03期

关键词：

quinazolines; three-component system; microwave irradiation;

D O I：

10.1016/j.jfluchem.2004.10.015

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A rapid one-pot solvent-free procedure has been developed for the synthesis of fluorinated 2,3-disubstituted quinazolin-4(3H)-ones by neat three-component cyclocondensation of anthranilic acid, phenyl acetyl chloride and substituted anilines under microwave irradiation. The experimental methodology and microwave conditions described here are well established, allowing significant rate enhancement and good yields compared to conventional reaction conditions. The reaction is generalized for o-, m- and p-substituted anilines with electron-donating and -withdrawing groups to give quinazolin-4(3 H) -ones. Synthesized compounds have been screened for their anti-fungal activity. (c) 2004 Elsevier B.V. All rights reserved.

引用

页码：307 / 312

页数：6

共 45 条

[1] Microwave-assisted Niementowski reaction. Back to the roots [J].

Alexandre, FR ;

Berecibar, A ;

Besson, T .

TETRAHEDRON LETTERS, 2002, 43 (21) :3911-3913

[2]

Amine MS, 1998, INDIAN J CHEM B, V37, P303

[3]

[Anonymous], CHEM TECH

[4] Multiple-component condensation strategies for combinatorial library synthesis [J].

Armstrong, RW ;

Combs, AP ;

Tempest, PA ;

Brown, SD ;

Keating, TA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131

[5]

Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO

[6]

2-A

[7] MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].

CADDICK, S .

TETRAHEDRON, 1995, 51 (38) :10403-10432

[8]

CHENARD BL, 1999, CHEM ABSTR 209717M, V130

[9]

CHENARD BL, 1999, Patent No. 900567

[10]

CHENARD BL, 1999, Patent No. 934934

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