European Journal of Chemistry 2011, 2(2), 168-172. doi:10.5155/eurjchem.2.2.168-172.228

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 (1) , Saleh Mohamed Al-Mousawi (2,*) , Mohamed Helmy Elnagdi (3)

(1) Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait
(2) Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait
(3) Department of Chemistry, Faculty of Science, Kuwait University, Safat, 13060, Kuwait
(*) Corresponding Author

Received: 03 Aug 2010, Accepted: 16 Nov 2010, Published: 30 Jun 2011

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

Keywords


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

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DOI: 10.5155/eurjchem.2.2.168-172.228

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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


How to cite


El-Apasery, M.; Al-Mousawi, S.; Elnagdi, M. Eur. J. Chem. 2011, 2(2), 168-172. doi:10.5155/eurjchem.2.2.168-172.228
El-Apasery, M.; Al-Mousawi, S.; Elnagdi, M. 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(2), 168-172. doi:10.5155/eurjchem.2.2.168-172.228
El-Apasery, M., Al-Mousawi, S., & Elnagdi, M. (2011). 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. European Journal of Chemistry, 2(2), 168-172. doi:10.5155/eurjchem.2.2.168-172.228
El-Apasery, Morsy, Saleh Mohamed Al-Mousawi, & Mohamed Helmy Elnagdi. "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." European Journal of Chemistry [Online], 2.2 (2011): 168-172. Web. 15 Nov. 2019
El-Apasery, Morsy, Al-Mousawi, Saleh, AND Elnagdi, Mohamed. "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" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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

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