Browse > Article
http://dx.doi.org/10.5012/bkcs.2013.34.1.117

A Novel Method for Synthesis of Bis(indolyl)methanes Using 1,3-Dibromo-5,5-dimethylhydantoin as a Highly Efficient Catalyst Under Solvent-free Conditions  

Hojati, Seyedeh Fatemeh (Department of Chemistry, Hakim Sabzevari University)
Zeinali, Toktam (Department of Chemistry, Hakim Sabzevari University)
Nematdoust, Zahra (Department of Chemistry, Hakim Sabzevari University)
Publication Information
Bulletin of the Korean Chemical Society / v.34, no.1, 2013 , pp. 117-120 More about this Journal
Abstract
The reactions of indole with carbonyl groups have been efficiently carried out in the presence of catalytic amounts of 1,3-dibromo-5,5-dimethylhydantoin under solvent-free conditions and corresponding bis(indolyl)-mathanes were obtained in good to excellent yields. Synthesis of di[bis(indolyl)methyl]benzene was also accomplished by this catalyst. Furthermore, chemoselective conversion of aromatic aldehydes to their corresponding bis(indolyl)methanes in the presence of aliphatic aldehydes or ketones was achieved by this method.
Keywords
Bis(indolyl)methane; Indole; 1,3-Dibromo-5,5-dimethylhydantoin; Carbonyl group;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
연도 인용수 순위
1 Sundberg, R. J. The Chemistry of Indole; Academic Press: New York, 1996; p 113.
2 Bell, R.; Carmeli, S.; Sar, N.; Vibrindole, A. J. Nat. Prod. 1994, 57, 1587.   DOI   ScienceOn
3 Hong, C.; Firestone, G. L.; Bjeldance, L. F. Biochem. Pharmacol. 2002, 63, 1085.   DOI   ScienceOn
4 Povszsz, L.; Katakin, G. P.; Foleat, S.; Malkovics, B. Acta Phys. Acad. Sci. Hung 1996, 29, 299.
5 Zeligs, M.-A. J. Med. Food 1998, 1, 67.   DOI   ScienceOn
6 Pasha, M. A.; Jayashankara, V. P. J. Pharmacol. Toxicol. 2006, 1, 585.   DOI
7 Ramesh, C.; Banerjee, J.; Pal, R.; Das, B. Adv. Synth. Catal. 2003, 345, 557.   DOI   ScienceOn
8 Zahran, M.; Abdin, Y.; Salama, H. Arkivok 2008, xi, 256.
9 Chen, D.-P.; Yu, L.-B.; Wang, P.-G. Tetrahedron Lett. 1996, 37, 4467.   DOI   ScienceOn
10 Kundu, P.; Maiti, G. Indian J. Chem. 2008, 47B, 1402.
11 Qu, H.-E.; Xiao, C.; Wang, N.; Yu, K.-H.; Hu, Q.-S.; Liu, L.-X. Molecules 2011, 16, 3855.   DOI   ScienceOn
12 Firouzabadi, H.; Iranpoor, N.; Jafari, A. A. J. Mol. Catal. A: Chemical 2006, 244, 168.   DOI   ScienceOn
13 Veisi, H.; Hemmati, S.; Veisi, H. J. Chin. Chem. Soc. 2009, 56, 240.
14 Kolvari, E.; Ghorbani-Choghamarani, A.; Salehi, P.; Shirini, F.; Zolfigol, M. A. J. Iranian Chem. Soc. 2007, 4, 126.   DOI
15 Hojati, S. F.; Mohammadpoor-Baltork, I.; Maleki, B.; Gholizadeh, M.; Shafiezadeh, F.; Haghdoust, M. Can. J. Chem. 2010, 88, 135.   DOI   ScienceOn
16 Hojati, S. F.; Gholizadeh, M.; Haghdoust, M.; Shafiezadeh, F. Bull. Korean Chem. Soc. 2010, 31, 3238.   DOI   ScienceOn
17 Hojati, S. F.; Maleki, B.; Beykzadeh, Z. Monatsh. Chem. 2011, 142, 87.   DOI
18 Hosseini-Sarvari, M. Acta Chim Slov. 2007, 54, 354.
19 Maleki, B.; Azarifar, D.; Ghorbani-Vaghei, R.; Veisi, H.; Hojati, S. F.; Gholizadeh, M.; Salehabadi, H.; Khodaverdian Moghadam, M. Monatsh. Chem. 2009, 140, 1485.   DOI
20 Mi, X.; Luo, S.; He, J.; Cheng, J.-P. Tetrahedron Lett. 2004, 45, 4567.   DOI   ScienceOn
21 Hasaninejad, A.; Zare, A.; Sharghi, H.; Niknam, K.; Shelouhy, M. Arkivoc 2007, xiv, 39.
22 Bandgar, B. P.; Patil, A. V.; Kamble, V. T. Arkivoc 2007, xiv, 252.
23 Nagarajan, R.; Perumal, P. T. Tetrahedron 2002, 58, 1229.   DOI   ScienceOn
24 Chen, D.; Yu, L.; Wang, P. G. Tetrahedron Lett. 1996, 37, 4467.   DOI   ScienceOn