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Growing Science » Current Chemistry Letters » Synthesis and crystal structure of (E)-3-(2-methyl-1H-indol-3-yl)-1-(4-methylphenyl)propenone

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Current Chemistry Letters

ISSN 1927-730x (Online) - ISSN 1927-7296 (Print)
Quarterly Publication
Volume 5 Issue 2 pp. 47-50 , 2016

Synthesis and crystal structure of (E)-3-(2-methyl-1H-indol-3-yl)-1-(4-methylphenyl)propenone Pages 47-50 Right click to download the paper Download PDF

Authors: Jai N. Vishwakarma, Farlando Diengdoh

DOI: 10.5267/j.ccl.2016.1.003

Keywords: Chalcone, Crystal Structure, Enaminone, Hydrogen bonds, Indole

Abstract: (E)-3-(2-Methyl-1H-indol-3-yl)-1-(4-methylphenyl)propenone has been prepared, and its crystal structure (C19H17NO, Mr = 275.34) has been determined by single-crystal X-ray diffraction analysis. The title compound crystallized in the triclinic system with space group P1 and unit cell parameters: a = 9.4014 (5) ?, b = 9.8347 (4) ?, c = 10.0318 (5) ?, ? = 62.821 (3)°, B = 85.539 (3)°, ? = 65.262 (3)° and Z = 2. The final reliability index is 0.053 for the 2807 observed reflections. The title compound is linked through N–H···O hydrogen bonds.

How to cite this paper
Vishwakarma, J & Diengdoh, F. (2016). Synthesis and crystal structure of (E)-3-(2-methyl-1H-indol-3-yl)-1-(4-methylphenyl)propenone.Current Chemistry Letters, 5(2), 47-50.

Refrences
1 Baran P. S., Guerrero C. A., Ambhaikar N. B., and Hafensteiner B. D. (2005) Short, enantioselective total synthesis of stephacidin A. Angew. Chem. Int., 44 (4) 606–609.

2 Zhang M. Z., Chen Q., and Yang G. F. (2015) A review on recent developments of indole-containing antiviral agents. Eur. J. Med. Chem., 89, 421–441.

3 (a) Mun H. S., Ham W. H., and Jeong J. H. (2005) Synthesis of 2,3-disubstituted indole on solid phase by the Fischer indole synthesis. J. Comb. Chem. 7 (1) 130–135; (b) Sosale C., and Mukherjee S., (2015) A convenient modification of the Fischer indole synthesis with a solid acid. Synth. Commun., 45 (8). doi:10.1080/00397911.2014.984854

4 Lindquist C., Ersoy O., and Somfai P. (2006) Parallel synthesis of an indole-based library via an iterative Mannich reaction sequence. Tetrahedron 62 (14) 3439?3445.

5 Reddy K. H. V., Satish G., Ramesh K., Karnakar K., Nageshwar Y. V. D., (2012) An ef?cient synthesis of N-substituted indoles from indoline/indoline carboxylic acid via aromatization followed by C–N cross-coupling reaction by using nano copper oxide as a recyclable catalyst. Tetrahedron Lett., 53, 3061–3065.

6 Sheldrick G. M. (2008) A short history of SHELX. Acta. Cryst., A64, 112–122.

7 Devi A. S., Helissey P., Nongkhlaw R. L., Vishwakarma J. N. (2013) KHSO4-assisted Michael Addition–elimination reactions of indole with 3-dimethylamino-1-phenyl-prop-2-en-1-ones in water: An environmentally friendly synthesis of novel 3-indolylchalcones. Synth. Commun., 43 (12) 1653–1660.
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Journal: Current Chemistry Letters | Year: 2016 | Volume: 5 | Issue: 2 | Views: 2009 | Reviews: 0

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