Silicon-induced general, mild, and efficient one-pot, three-component synthesis of amidoalkyl naphthol libraries

Synlett

Volumn 24, Issue 6, 2013, Pages 713-718

  Salama, Tarek A ^a,b  

^a Mansoura University   (Egypt)

^b NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

tetrachlorosilane; amidoalkyl naphthols; combinatorial synthesis; multicomponent reactions; Ritter reaction

Indexed keywords

2 NAPHTHOL; ALDEHYDE DERIVATIVE; AMIDOALKYL NAPHTHOL; AMIDOALKYLNAPHTHOL; DICHLOROMETHANE; NAPHTHOL DERIVATIVE; NITRILE; SILANE DERIVATIVE; SILICON; SILICON TETRACHLORIDE; SOLVENT; UNCLASSIFIED DRUG; ZINC CHLORIDE;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; COMBINATORIAL LIBRARY; ENVIRONMENTAL TEMPERATURE; ONE POT SYNTHESIS; SYNTHESIS; THREE COMPONENT SYNTHESIS;

EID: 84874612247     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0032-1318392     Document Type: Article

References (61)

1. Seebach D., Matthews J. L. J. Chem. Soc., Chem. Commun.: 1997; 2015
2. Wang Y.-F, Izawa T., Kobayashi S., Ohno M. J. Am. Chem. Soc.: 1982; 104 6465
3. Knapp S. Chem. Rev.: 1995; 95 1859
4. Juaristi E. In Enantioselective Synthesis of β-Amino Acids. Juaristi E. John Wiley and Sons New York: 1997
5. Dingermann T., Steinhilber D., Folkers G. In Molecular Biology in Medicinal Chemistry. Wiley-VCH Weinheim: 2004
6. Shen A. Y., Tsai C. T., Chen C. L. Eur. J. Med. Chem.: 1999; 877
7. Shen A. Y., Chen C. L., Lin C. I. Chin. J. Physiol.: 1992; 35 45
8. Szatmari I., Fülop F. Curr. Org. Synth.: 2004; 1 155
9. For a review, see: Dömling A., Ugi I. Angew. Chem. Int. Ed.: 2000; 39 3168
10. Thomson L. A., Ellman J. A. Chem. Rev.: 1996; 96 555
11. Nair V., Rajesh C., Vinod A. U., Bindu S., Sreekanth A. R., Mathen J. S., Balagopala L. Acc. Chem. Res.: 2003; 36 899
12. Hulme C., Gore V. Curr. Med. Chem.: 2003; 10 51
13. PTSA: Khodaei M. M., Khosropour A. R., Moghanian H. Synlett: 2006; 916
14. 5: Nandi G. C., Samai S., Kumar R., Singh M. S. Tetrahedron Lett.: 2009; 50 7220
15. 4] Bronsted acidic ionic liquid: Hajipour A. R., Ghayeb Y., Sheikhan N., Ruoho A. E. Tetrahedron Lett.: 2009; 50 5649
16. Thiamine hydrochloride: Lei M., Ma L., Hu L. Tetrahedron Lett.: 2009; 50 6393
17. 3 in ionic liquid: Kumar A., Rao M. S., Ahmad I., Khungar B. Can. J. Chem.: 2009; 87 714
18. 40P: Gawand P., Deokar H., Langi B., Yadav A., Chaskar A. Synth. Commun.: 2009; 39 4171
19. Ferrocene-labeled supported ionic liquid phase: Rashinkar G., Salunkhe R. J. Mol. Catal. A: Chem.: 2010; 316 146
20. Silica gel supported dual acidic ionic liquid: Zhang Q., Luo J., Wei Y. Green Chem.: 2010; 12 2246
21. [TBBDA]: Ghorbani-Vaghei R., Malaekehpour S. M. Cent. Eur. J. Chem.: 2010; 8 1086
22. PEG-based dicationic acidic ionic liquids: Lue J., Zhang Q. Monatsh. Chem.: 2011; 142 923
23. Copper p -toluenesulfonate: Wang M., Liang Y. Monatsh. Chem.: 2011; 142 153
24. Copper o -toluenesulfonate: Zhigue S., Shuang Z., Xin W. Chin. J. Org. Chem.: 2011; 31 870
25. 1,3-Dibromo-5,5-dimethylhydantoin: Habibzadeh S., Ghasemnejad-Bosra H. J. Chin. Chem. Soc.: 2011; 58 1
26. Silica gel supported ionic liquid: Kotadia D. A., Soni S. S. J. Mol. Catal. A: Chem.: 2011; 353-354 44
27. Nanosulfated zirconia: Zali A., Shokrolahi A. Chin. Chem. Lett.: 2012; 23 269
28. Ethylammonium nitrate ionic liquid: Mulla S. A. R, Salama T. A., Pathan M. Y., Inamdar S. M., Chavan S. S. Tetrahedron Lett.: 2013; 54 672
29. Shaterian H. R., Yarahmadi H. ARKIVOC: 2008; (ii) 105
30. Khazaei A., Moosavi-Zare A. R., Zare A., Parhami A., Khalafi-Nezhad A. K. Appl. Catal., A: 2010; 386 179
31. Das B., Laxminarayana K., Thirupathi P. R. Synlett: 2007; 3103
32. Salama T. A., Ismail M. A., Khalil A. M., Elmorsy S. S. ARKIVOC: 2012; (ix) 242
33. Salama T. A., Novak Z. Tetrahedron Lett.: 2011; 52 40263
34. Salama T. A., Elmorsy S. S., Khalil A. M., Ismail M. A. Chem. Lett.: 2011; 40 1149
35. Salama T. A., Elmorsy S. S. Chin. Chem. Lett.: 2011; 22 1171
36. Salama T. A., El-Ahl A. S., Elmorsy S. S., Khalil A. M., Ismail M. A. Tetrahedron Lett.: 2009; 50 5933
37. Salama T. A., Elmorsy S. S., Khalil A. M., Ismail M. A. Tetrahedron Lett.: 2007; 48 6199
38. Salama T. A., Elmorsy S. S., Khalil A. M. Tetrahedron Lett.: 2007; 48 4395
39. Salama T. A., Elmorsy S. S., Khalil A. M., Girges M. M., El-Ahl A. S. Synth. Commun.: 2007; 37 1313
40. Salama T. A., El-Ahl A. S., Khalil A. M., Girges M. M., Lackner B., Steindl C., Elmorsy S. S. Monatsh. Chem.: 2003; 134 1241
41. Elmorsy S. S., Khalil A. M., Girges M. M., Salama T. A. Tetrahedron Lett.: 1997; 38 1071
42. Elmorsy S. S., Khalil A. M., Girges M. M., Salama T. A. J. Chem. Res., Synop.: 1997; 231
43. Al-Hourani B. J., Sharma S. K., Suresh M., Wuest F. Bioorg. Med. Chem. Lett.: 2012; 22 2235
44. Shimoda Y., Kotani S., Sugiura M., Nakajima M. Chem. Eur. J.: 2011; 17 7992
45. Rossi S., Benaglia M., Genoni A., Benincori T., Celentano G. Tetrahedron: 2011; 67 158
46. Kashiwagi T., Kotani S., Sugiura M., Nakajima M. Tetrahedron: 2011; 67 531
47. Khatab T. K., El-Bayouki K. A. M, Basyouni W. M. Tetrahedron Lett.: 2011; 52 1448
48. Azizi N., Bagh R., Ghafuri H., Bolourtchian M., Hashemi M. Synlett: 2010; 379
49. He Y., Bian Z., Kang C., Cheng Y., Gao L. Tetrahedron: 2010; 66 3553
50. Sato S., Hoshino H., Sugimoto T., Kashiwagi K. Chem. Lett.: 2010; 39 1319
51. El-Deeb I. M., Lee S. H. Bull. Korean Chem. Soc.: 2010; 31 1757
52. Malkov A. V., Gordon M. R., Stonius S., Hussain J., Koovsk P. Org. Lett.: 2009; 11 5390
53. Zaugg H. E. Synthesis: 1984; 85
54. Zaugg H. E. Synthesis: 1984; 181
55. Katritzky A. R., Fang Y., Silina A. J. Org. Chem.: 1999; 64 7622
56. Yamamoto Y., Onuki S., Yumoto M., Asao N. J. Am. Chem. Soc.: 1994; 116 421
57. Yamamoto Y., Onuki S., Yumoto M., Asao N. Heterocycles: 1998; 47 765
58. Nakamura E., Aoki S., Sekiya K., Oshino H., Kuwajima I. J. Am. Chem. Soc.: 1987; 109 8056
59. Sakurai H., Sasaki K., Hosomi A. Tetrahedron Lett.: 1981; 22 745
60. Zimmerman H. E., Traxler M. D. J. Am. Chem. Soc.: 1957; 79 1920
61. Wessjohann L., Wilde H. Synlett: 1997; 731