Green Synthesis of Bis(indolyl)methanes Catalysed by Salicylic Acid

被引:0
作者
Banari, Hoda [1 ]
Kiyani, Hamzeh [1 ]
Pourali, Alireza [1 ]
机构
[1] Damghan Univ, Sch Chem, Damghan 3671941167, Iran
来源
CHIANG MAI JOURNAL OF SCIENCE | 2018年 / 45卷 / 01期
关键词
3,3'-bis(indolyl)methanes; salicylic acid; indole; 2-methylindole; green; SOLVENT-FREE SYNTHESIS; EFFICIENT; MILD; TRIS(INDOLYL)METHANES; INDOLES; SYSTEM; WATER;
D O I
暂无
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
In this contribution, salicylic acid (SA) has been used to catalyze synthesis of a series of biologically relevant 3,3'-bis(indolyl) methanes (BIMs) via the electrophilic substitution of indole derivatives on aldehyde compounds. The optimum catalyst loading was observed at 15 mol%. The procedure is simple and the expected bis-heterocyclic compounds were isolated in good to high yields. The present protocol provides the advantages of convenience, mild reaction conditions, eco-friendliness, energy-saving, and no use of hazardous solvents.
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页码:413 / 420
页数:8
相关论文
共 30 条
[1]  
Ahmed M.Z., 2013, CHEM SCI T, V2, P1513, DOI [10.7598/cst2013.600, DOI 10.7598/CST2013.600]
[2]   Discovery of 3,3′-diindolylmethanes as potent antileishmanial agents [J].
Bharate, Sandip B. ;
Bharate, Jaideep B. ;
Khan, Shabana I. ;
Tekwani, Babu L. ;
Jacob, Melissa R. ;
Mudududdla, Ramesh ;
Yadav, Rammohan R. ;
Singh, Baljinder ;
Sharma, P. R. ;
Maity, Sudip ;
Singh, Baldev ;
Khan, Ikhlas A. ;
Vishwakarma, Ram A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 63 :435-443
[3]  
Bonnesen C, 2001, CANCER RES, V61, P6120
[4]   Synthesis of bis(indolyl)methanes under catalyst-free and solvent-free conditions [J].
Dhumaskar, Kashinath L. ;
Tilve, Santosh G. .
GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (03) :353-402
[5]   Iodine in aqueous micellar environment: a mild effective ecofriendly catalytic system for expedient synthesis of bis(indolyl)methanes and 3-substituted indolyl ketones [J].
Ganguly, Nemai C. ;
Mondal, Pallab ;
Barik, Sujoy Kumar .
GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (01) :73-81
[6]   Synthesis of bis(indolyl)methanes Catalyzed by Triethylborane [J].
Garcia Merinos, J. Pablo ;
Loez Ruiz, Heraclio ;
Lopez, Yliana ;
Rojas Lima, Susana .
LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (05) :332-336
[7]   A mild synthesis of bis(indolyl)methanes using a deep eutectic solvent [J].
Handy, Scott ;
Westbrook, Nicole M. .
TETRAHEDRON LETTERS, 2014, 55 (35) :4969-4971
[8]   Triphenylphosphine-m-sulfonate/Carbon Tetrabromide as an Efficient and Easily Recoverable Catalyst System for Friedel-Crafts Alkylation of Indoles with Carbonyl Compounds or Acetals [J].
Huo, Congde ;
Sun, Chougu ;
Wang, Cheng ;
Jia, Xiaodong ;
Chang, Wenju .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2013, 1 (05) :549-553
[9]   Highly Efficient Povidone-Phosphotungstic Acid Catalyst for the Tandem Acetalization of Aldehydes to Bis- and Tris(indolyl)methanes [J].
Kamble, Sumit B. ;
Swami, Rameshwar K. ;
Sakate, Sachin S. ;
Rode, Chandrashekhar V. .
CHEMPLUSCHEM, 2013, 78 (11) :1393-1399
[10]   SOLVENT-FREE SYNTHESIS OF DIHYDROPYRIDINES AND ACRIDINEDIONES VIA A SALICYLIC ACIDCATALYZED HANTZSCH MULTICOMPONENT REACTION [J].
Khodja, Imene Amine ;
Ghalem, Wassima ;
Dehimat, Zineb Imene ;
Boulcina, Raouf ;
Carboni, Bertrand ;
Debache, Abdelmadjid .
SYNTHETIC COMMUNICATIONS, 2014, 44 (07) :959-967