Pentafluorophenylammonium triflate: An efficient, practical, and cost-effective organocatalyst for the Biginelli reaction

Monatshefte fur Chemie

Volumn 143, Issue 12, 2012, Pages 1671-1674

  Khaksar, Samad ^a   Vahdat, Seyed Mohammad ^a   Moghaddamnejad, Roshanak Najafi ^a  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

3,4 Dihydropyrimidin 2(1H) one; Acidity; Biginelli reaction; Organocatalyst; Pentafluorophenylammonium triflate

Indexed keywords

EID: 84870353864     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-012-0752-2     Document Type: Article

References (59)

1. Kappe CO (2000) Acc Chem Res 33:879
2. Kappe CO (1993) Tetrahedron 49:6937
3. Atwal KS, Roonyak GC, O'Reilly BC, Schwartz J (1989) J Org Chem 54:5898
4. Kappe CO, Fabian WMF, Semones MA (1997) Tetrahedron 53:2803
5. Zorkun IS, Sarac S, Celebi S, Erol K (2006) Bioorg Med Chem Lett 14:8582
6. Kappe CO (2000) Eur J Med Chem 35:1043
7. Snider BB, Chen J, Patil AD, Freyer A (1996) Tetrahedron Lett 37:6977
8. Patil AD, Kumar NV, Kokke WC, Bean MF, Freyer AJ, De Brosse C, Mai S, Truneh A, Carte B, Faulkner DJ (1995) J Org Chem 60:1182
9. Aron ZD, Overman LE (2004) Chem Commun 3:253
10. Heys L, Moore CG, Murphy PJ (2000) Chem Soc Rev 29:57
11. Bewley CA, Ray S, Cohen F, Collins SK, Overmann LE (2004) J Nat Prod 67:1319
12. Abdel-Fattah AAA (2003) Synthesis 15:2358
13. Singh K, Singh J, Deb PK, Singh H (1999) Tetrahedron 55:12873
14. Manhas MS, Ganguly SN, Mukherjee S, Jain AK, Bose AK (2006) Tetrahedron Lett 47:2423
15. Shaabani A, Bazgir A (2004) Tetrahedron Lett 45:2575
16. Gross GA, Wurziger H, Schobert A (2006) J Comb Chem 8:153
17. Kidwai M, Saxena S, Mohan R, Venkataramanan R (2002) J Chem Soc Perkin Trans 1:1845
18. Aghayan MM, Bolourtchian M, Hosseini M (2004) Synth Commun 34:3335
19. Stefani HA, Oliveira CB, Almeida RB, Pereira CMP, Braga RC, Cella R, Borges VC, Savegnago L, Nogueira CW (2006) Eur J Med Chem 41:513
20. Zhang XL, Li YP, Liu CJ, Wang JD (2006) J Mol Catal A Chem 253:207
21. Li JT, Han JF, Yang JH, Li TS (2003) Ultrason Sonochem 10:119
22. Cepanec I, Litvic M, Bartolincic A, Lovric M (2005) Tetrahedron 61:4275
23. Lu J, Bai Y (2002) Synthesis 47:466
24. Adapa SR, Anan MM, Varala R (2003) Synlett 67
25. Hojatollah S, Guo Q (2004) Synth Commun 34:171
26. Martins MAP, Teixeira MVM, Cunico W, Scapin E, Mayer R, Pereira CMP, Zanatta N, Bonacorso HG, Peppe C, Yuan YF (2004) Tetrahedron Lett 45:8991
27. Fazaeli R, Tangestaninejad S, Aliyan H, Moghadam M (2006) Appl Catal A: Gen 309:44
28. Liu C, Wang J, Li Y (2006) J Mol Catal A Chem 258:367
29. Bose DS, Fatima L, Mereyala HB (2003) J Org Chem 68:587
30. Lusch MJ, Tallarico JA (2004) Org Lett 6:3237
31. Huang YJ, Yang FY, Zhu CJ (2005) J Am Chem Soc 127:16386
32. Rafiee E, Jafari H (2006) Bioorg Med Chem Lett 16:2463
33. Amini MM, Shaabani A, Bazgir A (2006) Catal Commun 7:843
34. Maradur PS, Gokavi GS (2007) Catal Commun 8:279
35. Heravi MM, Bakhtiari K, Bamoharram FF (2006) Catal Commun 7:373
36. Rafiee E, Shahbazi F (2006) J Mol Catal A Chem 250:57
37. Joseph JK, Jain SL, Sain B (2006) J Mol Catal A Chem 247:99
38. Palaniappan S, John A (2005) J Mol Catal A Chem 233:9
39. Gohain M, Prajapati D, Sandhu JS (2004) Synlett 235
40. Mabry J, Ganem B (2006) Tetrahedron Lett 47:55
41. Chen XH, Xu XY, Liu H, Cun LF, Gong LZ (2006) J Am Chem Soc 128:14802
42. Zhu YL, Huang SL, Wan JP, Yan L, Pan YJ, Wu A (2006) Org Lett 8:2599
43. Litvić M, Vecenaj I, Ladiŝić ZM, Lovrić M, Vinković V, Litvic MF (2010) Tetrahedron 66:3463
44. Peng JJ, Deng YQ (2001) Tetrahedron Lett 42:5917
45. Zheng RW, Wang XX, Xu H, Du JX (2006) Synth Commun 36:1503
46. Funatomi T, Wakasugi K, Misaki T, Tanabe Y (2006) Green Chem 8:1022 (commercially available; TCI-P1626)
47. Iida A, Osada J, Nagase R, Misaki T, Tanabe Y (2007) Org Lett 9:1859 (commercially available; TCI-P1626)
48. Montazeri N, Khaksar S, Nazari A, Alavi SS, Vahdat SM, Tajbakhsh M (2011) J Fluorine Chem 132:450
49. Khaksar S, Ostad S (2011) J Fluorine Chem 132:937
50. Kalita HR, Phukan P (2007) Catal Commun 8:179
51. Cepanec I, Litvić M, Filipan-Litvić M, Grungold I (2007) Tetrahedron 63:11822
52. Suzuki I, Suzumura Y, Takeda K (2006) Tetrahedron Lett 47:7861
53. Zumpe FL, Flub M, Schmitz K, Lender A (2007) Tetrahedron Lett 48:1421
54. Rodriguez-Dominguez JC, Bernardi D, Kirsch G (2007) Tetrahedron Lett 48:5777
55. Suzuki I, Iwata Y, Takeda K (2008) Tetrahedron Lett 49:3238
56. Li P, Regati S, Butcher RJ, Arman HD, Chen Z, Xiang S, Chen B, Zhao C (2011) Tetrahedron Lett 52:6220
57. Salim SD, Akamanchi KG (2011) Catal Commun 12:1153
58. Kargar M, Hekmatshoar R, Mostashari A, Hashemi Z (2011) Catal Commun 15:123
59. Samantaray S, Mishra BG (2011) J Mol Catal A Chem 339:9-2