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

[11] Mild and Highly Efficient Method for Synthesis of 14-Aryl(alkyl)-14H-dibenzo[a,j]xanthenes and 1,8-Dioxooctahydroxanthene Derivatives Using Pentafluorophenyl Ammonium Triflate as a Novel Organocatalyst
Khaksar, Samad
Behzadi, Nosratollah
[J]. CHINESE JOURNAL OF CATALYSIS, 2012, 33 (06) : 982 - 985
[12] Khazdooz L, 2011, IRAN J CATAL, V1, P1
[13] A facile, simple and convenient method for the synthesis of 14-alkyl or aryl-14-H-dibenzo[a,j]xanthenes catalyzed by pTSA in solution and solvent-free conditions
Khosropour, AR
Khodaei, MM
Moghannian, H
[J]. SYNLETT, 2005, (06) : 955 - 958
[14] XANTHENE-DYE-LABELED PHOSPHATIDYLETHANOLAMINES AS PROBES OF INTERFACIAL PH - STUDIES IN PHOSPHOLIPID-VESICLES
KNIGHT, CG
STEPHENS, T
[J]. BIOCHEMICAL JOURNAL, 1989, 258 (03) : 683 - 687
[15] The first efficient method for the intramolecular trapping of benzynes by phenols: a new approach to xanthenes
Knight, DW
Little, PB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (15): : 1771 - 1777
[16] Heterogeneous catalyst:: Amberlyst-15 catalyzes the synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free conditions
Ko, Shengkai
Yao, Ching-Fa
[J]. TETRAHEDRON LETTERS, 2006, 47 (50) : 8827 - 8829
[17] A novel one pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes catalyzed by selectfluor™ under solvent free conditions
Kumar, P. S.
Kumar, B. Sunil
Rajitha, B.
Reddy, P. Narsimha
Sreenivasulu, N.
Reddy, Y. Thirupathi
[J]. ARKIVOC, 2006, : 46 - 50
[18] A facile approach for the synthesis of 14-aryl- or alkyl-14H-dibenzo[aj]xanthenes under solvent-free condition
Kumar, Ram
Nandi, Ganesh Chandra
Verma, Rajiv Kumar
Singh, M. S.
[J]. TETRAHEDRON LETTERS, 2010, 51 (02) : 442 - 445
[19] Cellulose sulfuric acid: An efficient biodegradable and recyclable solid acid catalyst for the one-pot synthesis of aryl-14H-dibenzo[a.j]xanthenes under solvent-free conditions
Madhav, J. Venu
Reddy, Y. Thirupathi
Reddy, P. Narsimha
Reddy, M. Nikhil
Kuarm, Suresh
Crooks, Peter A.
Rajitha, B.
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 304 (1-2) : 85 - 87
[20] Ultrasound-promoted greener synthesis of aryl-14-H-dibenzo[a,j]xanthenes catalyzed by NH4H2PO4/SiO2 in water
Mahdavinia, Gholam Hossein
Rostamizadeh, Shahnaz
Amani, Ali Mohammad
Emdadi, Zynab
[J]. ULTRASONICS SONOCHEMISTRY, 2009, 16 (01) : 7 - 10

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