The one-pot synthesis of 14-alkyl- or aryl-14H-dibenzo[aj]xanthenes catalyzed by task-specific ionic liquid

被引：93

作者：

Gong, Kai ^{[1
]}

Fang, Dong ^{[1
]}

Wang, Hua-Lan ^{[1
]}

Zhou, Xin-Li ^{[1
]}

Liu, Zu-Liang ^{[1
]}

机构：

[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Peoples R China

来源：

DYES AND PIGMENTS | 2009年 / 80卷 / 01期

关键词：

Xanthene; One-pot reaction; beta-Naphthol; Aldehyde; Task-specific ionic liquid; Catalyze; EFFICIENT SYNTHESIS; XANTHENE; ACID; CONDENSATION; DERIVATIVES; DYES;

D O I：

10.1016/j.dyepig.2008.02.011

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A Bronsted-acidic task-specific ionic liquid, 1-methyl-3-propane sulfonic-imidazolium hydrosulfate ([MIMPS]HSO4), was employed as a catalyst for the synthesis of 14-alkyl- or aryl-14H-dibenzo[aj]xanthenes via the one-pot condensation of beta-naphthol with aliphatic or aromatic aldehydes. Various aliphatic and aromatic aldehydes were used in the reaction and in all cases the desired products were synthesized successfully. The novel synthesis method offers the advantages of high yields, short reaction times, simplicity and easy workup compared to the conventional method of syntheses. The catalyst could be recycled and reused five times without a noticeably decrease in its activity. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：30 / 33

页数：4

共 42 条

[1] Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases [J].

Ahmad, M ;

King, TA ;

Ko, DK ;

Cha, BH ;

Lee, J .

JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2002, 35 (13) :1473-1476

[2] Photophysics of xanthene dyes in surfactant solution [J].

Bhowmik, BB ;

Ganguly, P .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2005, 61 (09) :1997-2003

[3] Exploring the potential of xanthene derivatives as trypanothione reductase inhibitors and chloroquine potentiating agents [J].

Chibale, K ;

Visser, M ;

van Schalkwyk, D ;

Smith, PJ ;

Saravanamuthu, A ;

Fairlamb, AH .

TETRAHEDRON, 2003, 59 (13) :2289-2296

[4] Iodine catalyzed simple and efficient synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes [J].

Das, Biswanath ;

Ravikanth, B. ;

Ramu, R. ;

Laxminarayana, K. ;

Rao, B. Vittal .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) :74-77

[5] One-pot green procedure for Biginelli reaction catalyzed by novel task-specific room-temperature ionic liquids [J].

Dong, Fang ;

Jun, Luo ;

Xinli, Zhou ;

Zhiwen, Ye ;

Zuliang, Liu .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 274 (1-2) :208-211

[6] Mannich reaction in water using acidic ionic liquid as recoverable and reusable catalyst [J].

Dong, Fang ;

Jun, Luo ;

Zhou Xin-Li ;

Liu Zu-Liang .

CATALYSIS LETTERS, 2007, 116 (1-2) :76-80

[7]

El-Brashy Amina Mohamed, 2004, Farmaco, V59, P809

[8]

[方东 FANG Dong], 2007, [化学试剂, Chemical Reagents], V29, P4

[9] A practical and efficient synthesis of quinoxaline derivatives catalyzed by task-specific ionic liquid [J].

Fang Dong ;

Gong Kai ;

Fei Zhenghao ;

Zhou Xinli ;

Liu Zuliang .

CATALYSIS COMMUNICATIONS, 2008, 9 (02) :317-320

[10] A green procedure for the protection of carbonyls catalyzed by novel task-specific room-temperature ionic liquid [J].

Fang Dong ;

Gong Kai ;

Shi Qunrong ;

Liu Zuliang .

CATALYSIS COMMUNICATIONS, 2007, 8 (10) :1463-1466

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