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Synthesis 2017; 49(23): 5143-5148
DOI: 10.1055/s-0036-1590886
DOI: 10.1055/s-0036-1590886
paper
Recyclable [Ce(l-Pro)2]2 (Oxa) used as Heterogeneous Catalyst: One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones in Ethanol
Brazilian authors (R. K. and N. L. C. D) thank Conselho Nacional de Desenvolvimento Científico e Tecnológico for BJT fellowships and for financial support (Processos: 314140/2014-0 and 400706/2014-8 CNPq - Brazil) and Fundação de Apoio ao Desenvolvimento do Ensino, Ciência e Tecnologia do Estado de Mato Grosso do Sul (FUNDECT-PRONEM-Brazil). One of the Brazilian authors also thanks Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES - Brazil) for her fellowship.Weitere Informationen
Publikationsverlauf
Received: 06. Juni 2017
Accepted after revision: 27. Juli 2017
Publikationsdatum:
24. August 2017 (online)
Abstract
[Ce(l-Pro)2]2 (Oxa) was used as a recyclable heterogeneous catalyst under mild conditions for the preparation of 2-aryl-2,3-dihydroquinazolin-4(1H)-one derivatives. The one-pot protocol proceeds in ethanol using anthranilamide with several aldehydes at 50–55 °C. The catalyst can be recycled and reused three cycles without significant loss of catalytic activity.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590886.
- Supporting Information
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References
- 1 Brack W. Schirmer K. Environ. Sci. Technol. 2003; 37: 3062
- 2 Gilchrist TL. Heterocycl. Chem. 1992; 3: 1
- 3 Czarnik A. Acc. Chem. Res. 1996; 29: 112
- 4 Kozikowski A. Comprehensive Heterocyclic Chemistry . Pergamon Press; Oxford: 1984
- 5a Gupta R. Kumar M. Heterocycl. Chem. 1996; 1: 98
- 5b Chinigo GM. Paige M. Grindrod S. Hamel E. Dakshanamurthy S. Chruszcz M. Minor W. Brown ML. J. Med. Chem. 2008; 51: 4620
- 5c Baghbanzadeh M. Salehi P. Dabiri M. Kozeligarya G. Synthesis 2006; 344
- 5d Mohammadi AA. Dabiri M. Qaraat H. Tetrahedron 2009; 65: 3804
- 5e Liu JW. Fu ZC. Li AR. Johnson M. Zhu L. Marcus A. Danao J. Sullivan T. Tonn G. Collins T. Medina J. Bioorg. Med. Chem. Lett. 2009; 19: 5114
- 6 Hamel E. Lin CM. Plowman J. Wang H. Lee K. Paull KD. Biochem. Pharmacol. 1996; 51: 53
- 7 Abdel-Jalil RJ. Voelter W. Saeed M. Tetrahedron Lett. 2004; 45: 3475
- 8a Katla R. Konkala K. Gaddam S. Reddy KH. V. Yadavalli Vekata Durga N. Tetrahedron Lett. 2012; 53: 6095
- 8b Katla R. Konkala K. Gaddam S. Kumar BS. P. A. Yadavalli Venkata Durga N. Tetrahedron Lett. 2012; 53: 6936
- 9a Liu XW. Fu H. Jiang YY. Zhao YF. Angew. Chem. Int. Ed. 2009; 48: 348
- 9b Kalusa A. Chessum N. Jones K. Tetrahedron Lett. 2008; 49: 5840
- 9c Moore JA. Sutherland GJ. Sowerby R. Kelly EG. Palermo S. Webster W. J. Org. Chem. 1969; 34: 887
- 10a Dabiri M. Salehi P. Baghbanzadeh M. Zolfigol MA. Agheb M. Heydari S. Catal. Commun. 2008; 9: 785
- 10b Salehi P. Dabiri M. Zolfigol MA. Baghbanzadeh M. Synlett 2005; 1155
- 11 Chen JX. Wu DZ. He F. Liu MC. Wu HY. Ding JC. Su WK. Tetrahedron Lett. 2008; 49: 3814
- 12 Salehi P. Dabiri M. Baghbanzadeh M. Bahramnejad M. Synth. Commun. 2006; 36: 2287
- 13 Surpur MP. Singh PR. Patil SB. Samant SD. Synth. Commun. 2007; 37: 1965
- 14 Dabiri M. Salehi P. Otokesh S. Baghbanzadeh M. Kozehgary G. Mohammadi AA. Tetrahedron Lett. 2005; 46: 6123
- 15 Shaterian HR. Oveisi AR. Honarmand M. Synth. Commun. 2010; 40: 1231
- 16 Wang LM. Hu L. Shao JH. Yu JJ. Zhang L. J. Fluorine Chem. 2008; 129: 1139
- 17 Rostamizadeh S. Amani AM. Mahdavinia GH. Sepehrian H. Ebrahimi S. Synthesis 2010; 1356
- 18a Dabiri M. Salehi P. Baghbanzadeh M. Monatsh. Chem. 2007; 138: 1191
- 18b Chen JX. Su WK. Wu HY. Liu MC. Jin C. Green Chem. 2007; 9: 972
- 19 Rostamizadeh S. Amani AM. Aryan R. Ghaieni HR. Shadjou N. Synth. Commun. 2008; 38: 3567
- 20 da Silva CD. G. Oliveira AR. Darbem MP. Katla R. Botero ER. da Silva EC. Domingues NL. C. RSC Adv. 2016; 6: 27213
- 21 Zhang Z.-H. Lü H.-Y. Yang S.-H. Gao J.-W. J. Comb. Chem. 2010; 12: 643
- 22 Katla R. Rakhi CH. Manjari PS. da Silva CD. G. dos Santos BF. Domingues NL. C. New J. Chem. 2016; 40: 9471