A mild synthesis of bis(indolyl)methanes using a deep eutectic solvent

被引：40

作者：

Handy, Scott ^{[1
]}

Westbrook, Nicole M. ^{[1
]}

机构：

[1] Middle Tennessee State Univ, Dept Chem, Murfreesboro, TN 37132 USA

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 35期

关键词：

Organocatalysis; Condensation reaction; Deep eutectic; Indoles; EFFICIENT SYNTHESIS; INDOLYL METHANES; SULFONIC-ACID; BIS-INDOLYL; CATALYST; DERIVATIVES; METABOLITE; BACTERIUM;

D O I：

10.1016/j.tetlet.2014.07.024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Deep eutectic solvents (such as the combination of urea and choline chloride) are effective solvents/organocatalysts for the condensation of indole and aryl or alkenyl aldehydes to form bis(indolyl)methanes. The reaction conditions are quite mild and do not require additional Bronsted or Lewis acid catalyst, though they fail with ketones or aliphatic aldehydes. Given the inexpensive, non-toxic, and recyclable nature of the DES, these reaction conditions are simple and highly environmentally friendly. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：4969 / 4971

页数：3

共 50 条

[1] Eutectic salts promote green synthesis of bis(indolyl) methanes
Azizi, Najmadin
Manocheri, Zohreh
RESEARCH ON CHEMICAL INTERMEDIATES, 2012, 38 (07) : 1495 - 1500
[2] Eutectic salts promote green synthesis of bis(indolyl) methanes
Najmadin Azizi
Zohreh Manocheri
Research on Chemical Intermediates, 2012, 38 : 1495 - 1500
[3] Expeditious, Mild and Solvent Free Synthesis of Bis(indolyl)methanes, Using a Mixture of Phosphorus Pentoxide in Methanesulfonic Acid
Borse, Amulrao U.
Patil, Mahesh N.
Patil, Nilesh L.
E-JOURNAL OF CHEMISTRY, 2012, 9 (03) : 1313 - 1319
[4] PCL5 AS A MILD AND EFFICIENT CATALYST FOR THE SYNTHESIS OF BIS(INDOLYL)METHANES AND DI-BIS(INDOLYL)METHANES
Hasaninejad, Alireza
Zare, Abdolkarim
Sharghi, Hashem
Khalifeh, Reza
Zare, Ahmad Reza Moosavi
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2008, 22 (03) : 453 - 458
[5] Facile and Mild Synthesis of bis(3-Indolyl)methanes
Ghorbani-Vaghei, R.
Malaekehpoor, S. M.
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2010, 42 (02) : 175 - 182
[6] ZnCl2/Urea as a Deep Eutectic Solvent for the Preparation of Bis(indolyl)methanes Under Ultrasonic Conditions
Seyedi, Neda
Khabazzadeh, Hojatollah
Saeednia, Samira
SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2015, 45 (10) : 1501 - 1505
[7] A mild and versatile synthesis of bis(indolyl)methanes and tris(indolyl)alkanes catalyzed by antimony trichloride
Kundu, Pradip
Maiti, Gourhari
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2008, 47 (09): : 1402 - 1406
[8] An efficient and clean synthesis of bis(indolyl)methanes in a protic solvent at room temperature
Deb, WL
Bhuyan, PJ
TETRAHEDRON LETTERS, 2006, 47 (09) : 1441 - 1443
[9] Synthesis of Bis(indolyl) Methanes in Catalyst- and Solvent-Free Reaction
Patil, Vishvanath D.
Dere, Ganesh B.
Rege, Priyanka A.
Patil, Jaymala J.
SYNTHETIC COMMUNICATIONS, 2011, 41 (05) : 736 - 747
[10] Natural deep eutectic solvents in the hetero-Diels-Alder approach to bis(indolyl)methanes
Grosso, Carla
Brigas, Amadeu
de los Santos, Jesus M.
Palacios, Francisco
Lemos, Americo
Pinho e Melo, Teresa M. V. D.
MONATSHEFTE FUR CHEMIE, 2019, 150 (07): : 1275 - 1288

← 1 2 3 4 5 →