PPA-SiO2-catalyzed multicomponent synthesis of amidoalkyl naphthols

Synthetic Communications

Volumn 38, Issue 19, 2008, Pages 3375-3389

  Shaterian, Hamid Reza ^a   Hosseinian, Asghar ^a   Ghashang, Majid ^a  

^a UNIVERSITY OF SISTAN AND BALUCHESTAN   (Iran)

Author keywords

2 naphthol; Amide; Aryl aldehyde; Multicomponent reaction; PPA SiO2

Indexed keywords

2 NAPHTHOL; ALDEHYDE; AMIDE; NAPHTHOL DERIVATIVE; POLYPHOSPHATE; SILICA GEL; UREA;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; EXPERIMENTAL STUDY; POLYMERIZATION; SYNTHESIS;

EID: 51849106098     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910802138231     Document Type: Article

References (18)

1. Zhu, J.; Bienayme, H. Multicomponent Reactions; Wiley: Weinheim, 2005.
2. Dingermann, T.; Steinhilber, D.; Folkers, G. In Molecular Biology in Medicinal Chemistry; Wiley-VCH: Weinheim, 2003.
3. Shen, A. Y.; Tsai, C. T.; Chen, C. L. Synthesis and cardiovascular evaluation of N-substituted aminonaphthols. Eur. J. Med. Chem. 1999, 34, 877-882.
4. Shen, A. Y.; Chen, C. L.; Lin, C. I. Electrophysiological basis for the bradycardic effects of 1-(1-pyrrolidinylmethyl)-2-naphthol in rodents. Chin. J. Physiol. 1992, 35, 45-54.
5. Shaterian, H. R.; Ghashang, M.; Mir, N. Aluminium hydrogensulfate as an efficient and heterogeneous catalyst for preparation of aryl 14H-dibenzo[a,j]-xanthene derivatives under thermal and solvent-free conditions. Arkivoc 2007, 15, 1-10.
6. Kantevari, S.; Vuppalapati, S. V. N.; Nagarapu, L. Montmorillonite K10 - catalyzed efficient synthesis of amidoalkyl naphthols under solvent-free conditions. Catal. Commun. 2007, 8, 1857-1862.
7. 2. Tetrahedron Lett. 2006, 47, 7481-4783.
8. Das, B.; Laxminarayana, K.; Ravikanth, B.; Rao, B. R. Iodine-catalyzed preparation of amidoalkyl naphthols in solution and under solvent-free conditions. J. Mol. Catal. A: Chem. 2007, 261, 180-183.
9. 2O): A mild and efficient reusable catalyst for the synthesis of amidoalkyl naphthols in solution and under solvent-free conditions. Catal. Commun. 2007, 8, 1729-1734.
10. Khodaei, M. M.; Khosropour, A. R.; Moghanian, H. A simple and efficient procedure for the synthesis of amidoalkyl naphthols by p-TSA in solution or under solvent-free conditions. Synlett. 2006, 916-920.
11. Patil, S. B.; Singh, P. R.; Surpur, M. P.; Samant, S. D. Ultrasound-promoted synthesis of 1-amidoalkyl-2-naphthols via a three-component condensation of 2-naphthol, ureas/amides, and aldehydes, catalyzed by sulfamic acid under ambient conditions. Ultrason. Sonochem. 2007, 14, 515-518.
12. Patil, S. B.; Singh, P. R.; Surpur, M. P.; Samant, S. D. Cation-exchanged resins: Efficient heterogeneous catalysts for facile synthesis of 1-amidoalkyl-2-naphthols from one-pot, three-component condensations of amides/ureas, aldehydes, and 2-naphthol. Synth. Commun. 2007, 37, 1659-1664.
13. Srihari, G.; Nagaraju, M.; Murthy, M. M. Solvent-free one-pot synthesis of amidoalkyl naphthols catalyzed by silica sulfuric acid. Helv. Chim. Acta 2007, 90, 1497-1504.
14. 2): An efficient and recyclable heterogeneous catalyst for the one-pot synthesis of amidoalkyl naphthols. Tetrahedron 2008, 64, 1263-1269.
15. Shaterian, H. R.; Yarahmadi, H. Sodium hydrogen sulfate as effective and reusable heterogeneous catalyst for the one-pot preparation of amidoalkyl naphthols. Arkivoc 2008, 2, 105-114.
16. 2) as an efficient and reusable catalyst for conversion of carbonyl compounds into oxathioacetals and dithioacetals. Synlett. 2004, 2307-2310.
17. 2-catalyzed efficient one-pot Knoevenagel condensation, Michael addition, and cyclodehydration of dimedone and aldehydes in acetonitrile, aqueous and solvent-free conditions: Scope and limitations. J. Mol. Catal. A: Chem. 2007, 269, 53-57.
18. Anslyn, E. V.; Dougherty, D. A. Modern Physical Organic Chemistry; University Science Books: Sausalito, Calif. 2006.