Environmentally benign and one-pot synthesis of 14-aryl-14H-dibenzo[a,j] xanthenes catalyzed by acyclic Bronsted acidic ionic liquid [H-NMP][HSO4] under green conditions

被引：33

作者：

Naeimi, Hossein ^{[1
]}

Nazifi, Zahra Sadat ^{[1
]}

机构：

[1] Univ Kashan, Fac Chem, Dept Organ Chem, Kashan 87317, Iran

来源：

COMPTES RENDUS CHIMIE | 2014年 / 17卷 / 01期

关键词：

2-Naphthol; Aldehydes; One-pot reaction; Bronsted Acidic Ionic Liquids; Eco-friendly; Xanthene; HIGHLY EFFICIENT; SULFONIC-ACID; REUSABLE CATALYST; DERIVATIVES; FACILE; MILD;

D O I：

10.1016/j.crci.2013.08.003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convenient and efficient direct protocol for the preparation of 14-aryl-14H-dibenzo[a,j]xanthenes was described. The condensation of 2-naphthol with various aromatic aldehydes in the presence of a catalytic amount of [H-NMP][HSO4] as a Bronsted acidic ionic liquid under solvent-free conditions at 110 degrees C was described. This method has the following advantages: the reaction workup is very easy, and the catalyst is smoothly recycled to catalyze the preparation of 14-aryl-14H-dibenzo[a,j]xanthenes with high yields through a green and one-pot procedure. The corresponding products have been obtained in excellent yields, with high purity, and in short reaction times. (C) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

引用

页码：41 / 48

页数：8

共 43 条

[1] Abhishek N., 2012, CR CHIM, V15, P378
[2] Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases
Ahmad, M
King, TA
Ko, DK
Cha, BH
Lee, J
[J]. JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2002, 35 (13) : 1473 - 1476
[3] CHEMICAL ASPECTS OF SANTALIN AS A HISTOLOGICAL STAIN
BANERJEE, A
MUKHERJEE, AK
[J]. STAIN TECHNOLOGY, 1981, 56 (02): : 83 - 85
[4] NEW TOTAL SYNTHESIS OF BIKAVERIN
BEKAERT, A
ANDRIEUX, J
PLAT, M
[J]. TETRAHEDRON LETTERS, 1992, 33 (20) : 2805 - 2806
[5] 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
Das, Biswanath
Laxminarayana, Keetha
Krishnaiah, Maddeboina
Srinivas, Yallamalla
[J]. SYNLETT, 2007, (20) : 3107 - 3112
[6] Iodine catalyzed simple and efficient synthesis of 14-aryl or alkyl-14-H-dibenzo[a,j]xanthenes
Das, Biswanath
Ravikanth, B.
Ramu, R.
Laxminarayana, K.
Rao, B. Vittal
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 255 (1-2) : 74 - 77
[7] Beckmann rearrangement of oximes under very mild conditions
De Luca, L
Giacomelli, G
Porcheddu, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (17) : 6272 - 6274
[8] The incorporation of various porphyrins into blood cells measured via flow cytometry, absorption and emission spectroscopy
Ion, RM
Planner, A
Wiktorowicz, K
Frackowiak, D
[J]. ACTA BIOCHIMICA POLONICA, 1998, 45 (03) : 833 - 845
[9] Bronsted acids in ionic liquids: Fundamentals, organic reactions, and comparisons
Johnson, Keith E.
Pagni, Richard M.
Bartmess, John
[J]. MONATSHEFTE FUR CHEMIE, 2007, 138 (11): : 1077 - 1101
[10] Efficient one-pot synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes using boric acid under solvent-free conditions
Karimi-Jaberi, Zahed
Keshavarzi, Mohsen
[J]. CHINESE CHEMICAL LETTERS, 2010, 21 (05) : 547 - 549

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