An efficient synthesis of novel 3-hydroxy-12-arylbenzo[a]xanthen-11-ones and 5,12-diarylxantheno[2,1-a]xanthene-4,12-diones using pTSA in [bmim] BF4

被引：11

作者：

Yadav, Sneha ^{[1
]}

Nand, Bhaskara ^{[1
]}

Khurana, Jitender M. ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2013年 / 91卷 / 08期

关键词：

mono- and bis(tetrahydrobenzo[a]xanthen-11-ones); ionic liquid; one-pot condensation; pTSA; IONIC LIQUIDS; DERIVATIVES; CYCLIZATION; FACILE;

D O I：

10.1139/cjc-2012-0494

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We introduce a simple, efficient, and environmentally benign synthesis of a series of novel xanthenes via one-pot condensation of 2,6-dihydroxynaphthalene, aldehydes, and dimedone in [bmim]BF4 with pTSA as catalyst in high yields.

引用

页码：698 / 703

页数：6

共 31 条

[1]

Böhm VPW, 2000, CHEM-EUR J, V6, P1017, DOI 10.1002/(SICI)1521-3765(20000317)6:6<1017::AID-CHEM1017>3.0.CO

[2]

2-8

[3] An efficient and convenient protocol for the synthesis of novel 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives [J].

Das, Biswanath ;

Laxminarayana, Keetha ;

Krishnaiah, Maddeboina ;

Srinivas, Yallamalla .

SYNLETT, 2007, (20) :3107-3112

[4] Selective catalytic hydrodimerization of 1,3-butadiene by palladium compounds dissolved in ionic liquids [J].

Dullius, JEL ;

Suarez, PAZ ;

Einloft, S ;

de Souza, RF ;

Dupont, J ;

Fischer, J ;

De Cian, A .

ORGANOMETALLICS, 1998, 17 (05) :815-819

[5] Arene hydrogenation in a room-temperature ionic liquid using a ruthenium cluster catalyst [J].

Dyson, PJ ;

Ellis, DJ ;

Parker, DG ;

Welton, T .

CHEMICAL COMMUNICATIONS, 1999, (01) :25-26

[6] Linear dimerisation of but-1-ene in biphasic mode using buffered chloroaluminate ionic liquid solvents [J].

Ellis, B ;

Keim, W ;

Wasserscheid, P .

CHEMICAL COMMUNICATIONS, 1999, (04) :337-338

[7] A Simple and Green Approach for the Synthesis of Tetrahydrobenzo[a]xanthen-11-one Derivatives Using Tetrabutyl Ammonium Fluoride in Water [J].

Gao, Shijay ;

Tsai, Chen Hsuan ;

Yao, Ching-Fa .

SYNLETT, 2009, (06) :949-954

[8] A facile regioselective synthesis of novel spiro-thioxanthene and spiro-xanthene-9′,2-[1,3,4]thiadiazole derivatives as potential analgesic and anti-inflammatory agents [J].

Hafez, H. N. ;

Hegab, M. I. ;

Ahmed-Farag, I. S. ;

El-Gazzar, A. B. A. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (16) :4538-4543

[9] Sulfamic acid catalyzed solvent-free synthesis of 10-aryl-7,7-dimethyl-6,7,8,10-tetrahydro-9H-[1,3]-dioxolo [4,5-b]xanthen-9-ones and 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydro-11H-benzo[a]xanthen-11-ones [J].

Heravi, Majid M. ;

Alinejhad, Hamideh ;

Bakhtiari, Khadijeh ;

Oskooie, Hossein A. .

MOLECULAR DIVERSITY, 2010, 14 (04) :621-626

[10]

Hideo T., 1981, Jpn. Patent, Patent No. 56005480

← 1 2 3 4 →