Green methodologies in organic synthesis: Microwave assisted solvent- and catalyst-free synthesis of enaminones and their conversion into 1,3,5-trisubstituted benzenes as well as 3-aroyl-6-substituted pyridines

Morsy Ahmed El-Apasery; Saleh Mohamed Al-Mousawi; Mohamed Helmy Elnagdi

doi:10.5155/eurjchem.2.2.168-172.228

PDF CIF FILE CIF FILE

Published: Jun 30, 2011

DOI: https://doi.org/10.5155/eurjchem.2.2.168-172.228

Keywords:

Enaminone, Solvent-free, Green chemistry, Dye intermediates, Microwave irradiation, 1, 3, 5-trisubstituted benzenes

Section

Research Article

Issue

Vol. 2 No. 2 (2011): June 2011

Dates

Received 2010-08-03
Accepted 2010-11-16
Published 2011-06-30

Morsy Ahmed El-Apasery

Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait

Saleh Mohamed Al-Mousawi

Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait

Mohamed Helmy Elnagdi

Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait

Abstract

Enaminones were obtained in good yields via condensing methyl ketones with (N,N-dimethylformamide dimethyl acetal) DMF-DMA under microwave irradiation in absence of solvent. These enaminones were readily converted into 1,3,5-trisubstituted benzenes. Reacting enaminones in presence of ammonium acetate has afforded pyridine derivatives. 2_2_168_172_800

This Abstract was viewed 2274 times |

Article PDF downloaded 933 times

Article CIF FILE downloaded 0 times

How to Cite

(1)

El-Apasery, M. A.; Al-Mousawi, S. M.; Elnagdi, M. H. Green Methodologies in Organic Synthesis: Microwave Assisted Solvent- and Catalyst-Free Synthesis of Enaminones and Their Conversion into 1,3,5-Trisubstituted Benzenes As Well As 3-Aroyl-6-Substituted Pyridines. Eur. J. Chem. 2011, 2, 168-172.

Links for Article

Crossref - Scopus - Google - European PMC

References

[1]. Zhu, S.; Zhao, K.; Su, X.; Ji, S. Synth. Commun. 2009, 39, 1355-1366.
doi:10.1080/00397910802527714

[2]. Loghmani-Khouzani, H.; Sabzyan, H; Rezaei-Pooranari, A. Dyes pigments 2008, 76, 447-454.
doi:10.1016/j.dyepig.2006.10.003

[3]. Riyadh, S. M.; Abdelhamid, I. A.; Al-Matar, H. M.; Hilmy, N. H.; Elnagdi, M. H. Heterocycles 2008, 75, 1849-1905.
doi:10.3987/REV-07-625

[4]. Stanovnik, B.; Svete, J. Chem. Rev. 2004, 104, 2433-2480.
doi:10.1021/cr020093y
PMid:15137796

[5]. Sheikhshoaie, I. F; Walter M. F. Curr. Org. Chem. 2009, 13(2), 149-171.
doi:10.2174/138527209787193747

[6]. Macho, S.; Miguel, D.; Neo, A. G.; Rodriguez, T.; Torroba, T. Chem. Commun. 2005, 3, 334-336.
doi:10.1039/b412632g
PMid:15645028

[7]. De Oliveira, H. C. B.; Fonseca, T. L.; Castro, M. A.; Amaral, O. A. V.; Cunha, S. J. Chem. Phys. 2003, 119(16), 8417-8424.

[8]. Ghozlan S. A. S; Abdelhamid, I. A.; Gaber, H.; Elnagdi, M. H. J. Heterocycl. Chem. 2005, 42, 1185-1189.
doi:10.1002/jhet.5570420623

[9]. Al-Saleh, B.; Makhseed, S.; Hassaneen, H. M. E.; Elnagdi, M. H. Synthesis, 2006, 59-62.

[10]. Murahashi, S.; Mitsue, Y.; Tsumiyama, T. Bull. Chem. Soc. Jap. 1987, 60(9), 3285-3290.
doi:10.1246/bcsj.60.3285

[11]. Braibante, M. E. F.; Braibante, H. T. S.; Rosso, G. B.; Oriques, D. A. J. Braz. Chem. Soc. 2003, 14, 994-997.
doi:10.1590/S0103-50532003000600016

[12]. Braibante, H. T. S.; Braibante, M. E. F.; Morel, A. F.; Costa. C. C.; Lima, M. G. J. Braz. Chem. Soc. 2006, 17, 184-188.
doi:10.1590/S0103-50532006000100026

[13]. Rechsteiner, B.; Texier-Boullet, F.; Hamelin, J. Tetrahedron Lett. 1993, 34, 5071-5074.
doi:10.1016/S0040-4039(00)60678-0

[14]. Lee, D. H.; Park, S. E.; Cho, K.; Kim, Y.; Athar, T.; Lee, I. M. Tetrahedron Lett. 2007, 48, 8281-8284.
doi:10.1016/j.tetlet.2007.09.143

[15]. Andrade, C. K. Z.; Barreto, A. S.; Silva, W. A. Arkivoc 2008, 12, 226-232.

[16]. Al-Mousawi, S. M.; El-Apasery, M. A.; Elnagdi, M. H. Molecules 2010, 15, 58-67.
doi:10.3390/molecules15010058
PMid:20110871

[17]. Al-Saleh, B.; El-Apasery, M. A.; Abdel-Aziz, R. S.; Elnagdi, M. H. J. Heterocycl. Chem. 2005, 42(4), 563-566.
doi:10.1002/jhet.5570420414

[18]. El-Dusouqui, O. M. E.; Abdelkhalik, M. M.; Al-Awadi, N. A.; Dib, H. H.; George, B. J.; Elnagdi, M. H. J. Chem. Res. 2006, 5, 295-302.

[19]. Martins, M. A. P.; Frizzo, C. P.; Moreira, D. N.; Rosa, F. A.; Marzari, M. R. B.; Zanatta, N.; Bonacorso, H. G. Catalysis Commun. 2008, 9(6), 1375-1378.
doi:10.1016/j.catcom.2007.11.037

Supporting Agencies

Kuwait University

Most read articles by the same author(s)

Alya Al-Etaibi, Morsy Ahmed El-Apasery, Nouria Al-Awadi, The effect of dispersing agent on the dyeing of polyester fabrics with disperse dyes derived from 1,4-diethyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile , European Journal of Chemistry: Vol. 4 No. 3 (2013): September 2013
Abdulaziz Alnajjar, Marzouq Alsaiedi, Morsy Ahmed El-Apasery, An efficient route for the synthesis of some monoazo disperse dyes derived from nicotinic acid derivatives , European Journal of Chemistry: Vol. 4 No. 1 (2013): March 2013
Saleh Mohammed Al-Mousawi, Morsy Ahmed El-Apasery, Mohamed Hilmy Elnagdi, Arylazoazines and arylazoazoles as interesting disperse dyes: Recent developments with emphasis on our contribution laboratory outcomes , European Journal of Chemistry: Vol. 5 No. 1 (2014): March 2014
Alya Al-Etaibi, Morsy Ahmed El-Apasery, Huda Mahmoud, Nouria Al-Awadi, Synthesis, characterization and antimicrobial activity, and applications of new azo pyridone disperse dyes on polyester fabric , European Journal of Chemistry: Vol. 5 No. 2 (2014): June 2014
Morsy Ahmed El-Apasery, Fawzia Al-Qalaf, Khaledah Almohammad, Huda Mahmoud, Synthesis of some biologically active monoazo disperse dyes derived from nicotinic acid derivatives under microwave irradiation for dyeing polyester fabrics , European Journal of Chemistry: Vol. 4 No. 3 (2013): September 2013
Morsy Ahmed El-Apasery, Samar Mohamed Ashkar, Marwan Touma, Mohamed Hilmy Elnagdi, A facile synthesis of some biologically active disperse dyes derived from arylazonicotinates and their application on polyester fabrics , European Journal of Chemistry: Vol. 4 No. 3 (2013): September 2013
Mohamed Osman Saleh, Morsy Ahmed El-Apasery, Abdelhaleem Mostafa Hussein, Abu-Bakr Abdelhady El-Adasy, Magda Mohamed Kamel, Microwave assisted synthesis of some azo disperse dyes part 2: Eco-friendly dyeing of polyester fabrics by using microwave irradiation , European Journal of Chemistry: Vol. 12 No. 1 (2021): March 2021

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).

Article Sidebar

Main Article Content

Abstract

Article Details

Most read articles by the same author(s)

Downloads

Metrics