European Journal of Chemistry 2012, 3(4), 475-479. doi:10.5155/eurjchem.3.4.475-479.709

Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide


Gaurav Gupta (1) , Ganesh Chaudhari (2) , Preeti Tomar (3) , Yogesh Gaikwad (4) , Rameez Azad (5) , Girish Pandya (6) , Govinda Waghulde (7) , Kesharsingh Patil (8,*)

(1) School of Chemical Sciences, North Maharashtra University, Jalgaon, 425001, India
(2) Department of Chemistry, Moolji Jaitha College, Jalgaon, 425001, India
(3) Department of Applied Chemistry, Jaywant Shikshan Prasarak Mandal’s Rajashi Shahu College of Engineering, Pune, 411027, India
(4) Anacon Laboratories, Nagpur, 440010, India
(5) Anacon Laboratories, Nagpur, 440010, India
(6) Anacon Laboratories, Nagpur, 440010, India
(7) Department of Chemistry, Dadasaheb Devidas Namdeo Bhole, College, Bhusawal, 425201, India
(8) School of Chemical Sciences, North Maharashtra University, Jalgaon, 425001, India
(*) Corresponding Author

Received: 16 Nov 2012, Accepted: 29 Nov 2012, Published: 31 Dec 2012

Abstract


A simple and rapid protocol has been developed for the synthesis of bis(indolyl)methane compounds in excellent yields using molten N-butyl-pyridinium bromide as a solvent and a working catalyst for the reaction. Synthesis of bis(indolyl)methane compounds were accomplished at moderate experimental conditions of temperature and ambient pressure, also involving an electrophilic substitution reaction of indoles with several aromatic aldehydes. The derivatives were confirmed with mass and other usual spectroscopic techniques. A discussion on plausible mechanism for the reaction is also presented.

3_4_475_479_800


Keywords


Molten salt; Designer solvent; Aromatic aldehydes; Bis(indolyl)methanes; Condensation reaction; Electrophilic substitution reaction

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DOI: 10.5155/eurjchem.3.4.475-479.709

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Citations

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[2]. Carla Grosso, Ana Lúcia Cardoso, Américo Lemos, João Varela, Maria João Rodrigues, Luísa Custódio, Luísa Barreira, Teresa M.V.D. Pinho e Melo
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[3]. Vasim R. Shaikh, Santosh S. Terdale, Gaurav R. Gupta, Dilip G. Hundiwale, Kesharsingh J. Patil
Thermodynamic studies of ionic interactions in aqueous solutions of N-butyl-pyridinium bromide at 298.15K
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[4]. R VAID, M GUPTA, O S CHAMBYAL, R GUPTA
SiO2-Diphenic acid: An efficient and recyclable heterogeneous catalyst for one-pot synthesis of bis-(indolyl)methane derivatives in liquid phase
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[5]. Nandkishor B Shirsath, Gaurav R Gupta, Vikas V Gite, Jyotsna S Meshram
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[6]. Samuel R. Mendes, Samuel Thurow, Filipe Penteado, Maitê S. da Silva, Rogério A. Gariani, Gelson Perin, Eder J. Lenardão
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[7]. Swapna Sarita Mohapatra, Priyabrata Mukhi, Anuradha Mohanty, Satyanarayan Pal, Aditya Omprakash Sahoo, Debjit Das, Sujit Roy
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[8]. Minoru Ishikura, Takumi Abe, Toshiaki Ikeda, Tomoki Itoh, Noriyuki Hatae, Eiko Toyota
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[9]. Preeti A. Tomar, S. M. Yadav, Gaurav R. Gupta
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How to cite


Gupta, G.; Chaudhari, G.; Tomar, P.; Gaikwad, Y.; Azad, R.; Pandya, G.; Waghulde, G.; Patil, K. Eur. J. Chem. 2012, 3(4), 475-479. doi:10.5155/eurjchem.3.4.475-479.709
Gupta, G.; Chaudhari, G.; Tomar, P.; Gaikwad, Y.; Azad, R.; Pandya, G.; Waghulde, G.; Patil, K. Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide. Eur. J. Chem. 2012, 3(4), 475-479. doi:10.5155/eurjchem.3.4.475-479.709
Gupta, G., Chaudhari, G., Tomar, P., Gaikwad, Y., Azad, R., Pandya, G., Waghulde, G., & Patil, K. (2012). Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide. European Journal of Chemistry, 3(4), 475-479. doi:10.5155/eurjchem.3.4.475-479.709
Gupta, Gaurav, Ganesh Chaudhari, Preeti Tomar, Yogesh Gaikwad, Rameez Azad, Girish Pandya, Govinda Waghulde, & Kesharsingh Patil. "Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide." European Journal of Chemistry [Online], 3.4 (2012): 475-479. Web. 16 Jan. 2019
Gupta, Gaurav, Chaudhari, Ganesh, Tomar, Preeti, Gaikwad, Yogesh, Azad, Rameez, Pandya, Girish, Waghulde, Govinda, AND Patil, Kesharsingh. "Synthesis of bis(indolyl)methanes using molten N-butylpyridinium bromide" European Journal of Chemistry [Online], Volume 3 Number 4 (31 December 2012)

DOI Link: https://doi.org/10.5155/eurjchem.3.4.475-479.709

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