One-pot three-component synthesis of bis(indolyl)methanes under solvent-free condition using heteropoly-11-tungsto-1-vanadophosphoric acid supported on natural clay as catalyst

被引：19

作者：

Selvakumar, Karuppaiah ^{[1
]}

Shanmugaprabha, Thangamariyappan ^{[1
]}

Annapoorani, Ramamoorthy ^{[1
]}

Sami, Ponnusamy ^{[1
]}

机构：

[1] VHN Senthikumara Nadar Coll Autonomous, Dept Chem, Virudunagar 626001, India

来源：

SYNTHETIC COMMUNICATIONS | 2017年 / 47卷 / 09期

关键词：

Bis(indolyl)methanes; heteropoly acid; natural clay; solvent-free; EFFICIENT; 2,3-DIHYDROQUINAZOLIN-4(1H)-ONES; QUINAZOLIN-4(3H)-ONES; ESTERIFICATION; ALDEHYDES; KEGGIN; IODINE; W-183; WATER;

D O I：

10.1080/00397911.2017.1296159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pot three-component condensation reaction of two moles of indole and one mole of aromatic aldehyde for the synthesis of bis(indolyl)methanes in the presence of new catalytic material, heteropoly-11-tungsto-1-vanadophosphoric acid, H-4[(PVW11O40)-W-V] (HPV) supported on activated natural clay under solvent-free reaction condition has been proposed. The catalysts were prepared by incipient wetness impregnation method. The physicochemical characterizations of the HPV (20%) supported on natural clay (HPVAC-20) have also been discussed. Solvent-free heterogeneous reaction condition, simple workup procedure, short reaction time, high yield of products, and reusability of the catalyst are the advantages of the protocol.

引用

页码：913 / 927

页数：15

共 43 条

[1] A convenient method of synthesis of bis-indolylmethanes:: Indium trichloride catalyzed reactions of indole with aldehydes and Schiff's bases.
Babu, G
Sridhar, N
Perumal, PT
[J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (09) : 1609 - 1614
[2] Progress on layered hydrotalcite (HT) materials as potential support and catalytic materials
Baskaran, Thangaraj
Christopher, Jayaraj
Sakthivel, Ayyamperumal
[J]. RSC ADVANCES, 2015, 5 (120) : 98853 - 98875
[3] Heteropoly acid supported modified Montmorillonite clay: An effective catalyst for the esterification of acetic acid with sec-butanol
Bhorodwaj, Siddhartha Kumar
Dutta, Dipal Kumar
[J]. APPLIED CATALYSIS A-GENERAL, 2010, 378 (02) : 221 - 226
[4] New Conditions for Synthesis of (±)-2-Monosubstituted and (±)-2,2-Disubstituted 2,3-Dihydro-4(1H)-quinazolinones from 2-Nitro- and 2-Aminobenzamide
Bunce, Richard A.
Nammalwar, Baskar
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (05) : 991 - 997
[5] Gallium(III) triflate-catalyzed one-pot selective synthesis of 2 3-dihydroquinazolin-4(1H)-ones and quinazolin-4(3H)-ones
Chen, Jiuxi
Wu, Dengze
He, Fei
Liu, Miaochang
Wu, Huayue
Ding, Jinchang
Su, Weike
[J]. TETRAHEDRON LETTERS, 2008, 49 (23) : 3814 - 3818
[6] Eco-friendly synthesis of 2,3-dihydroquinazolin-4(1H)-ones in ionic liquids or ionic liquid-water without additional catalyst
Chen, Jiuxi
Su, Weike
Wu, Huayue
Liu, Miaochang
Jin, Can
[J]. GREEN CHEMISTRY, 2007, 9 (09) : 972 - 975
[7] Direct Catalytic Asymmetric Synthesis of Cyclic Aminals from Aldehydes
Cheng, Xu
Vellalath, Sreekumar
Goddard, Richard
List, Benjamin
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (47) : 15786 - +
[8] [bmim]HSO4: an efficient and reusable catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones
Darvatkar, Nitin B.
Bhilare, Sachin V.
Deorukhkar, Amol R.
Raut, Dilip G.
Salunkhe, Manikrao M.
[J]. GREEN CHEMISTRY LETTERS AND REVIEWS, 2010, 3 (04) : 301 - 306
[9] Highly efficient solvent-free synthesis of quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst
Davoodnia, A.
Allameh, S.
Fakhari, A. R.
Tavakoli-Hoseini, N.
[J]. CHINESE CHEMICAL LETTERS, 2010, 21 (05) : 550 - 553
[10] An efficient and clean synthesis of bis(indolyl)methanes in a protic solvent at room temperature
Deb, WL
Bhuyan, PJ
[J]. TETRAHEDRON LETTERS, 2006, 47 (09) : 1441 - 1443

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