Pd/C-catalyzed, copper-free Sonogashira coupling: One-pot synthesis of 1-aryl-4-(2-phenylethynyl)[1,2,4]triazolo[4,3-a]quinoxalines in water

Monatshefte fur Chemie

Volumn 144, Issue 6, 2013, Pages 885-890

  Bakherad, Mohammad ^a   Jajarmi, Saeideh ^a  

^a SHAHROOD UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Palladium catalyst; Phenylacetylene; Sonogashira reaction; Triazoloquinoxaline

Indexed keywords

EID: 84877762854     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-012-0904-4     Document Type: Article

References (41)

1. Hazeldine ST, Polin L, Kushner J, Paluch J, White K, Edelstein M, Palomino E, Corbett TH, Horwitz JP (2001) J Med Chem 44:1758
2. Rong F, Chow S, Yan S, Larson G, Hong Z, Wu J (2007) Bioorg Med Chem Lett 17:1663
3. Jaso A, Zarranz B, Aldana I, Monge A (2005) J Med Chem 48:2019
4. Smits RA, Lim HD, Hanzer A, Zuiderveld OP, Guaita E, Adami M, Coruzzi G, Leurs R, de Esch IJP (2008) J Med Chem 51:2457
5. Cheeseman GWH, Werstiuk ESG (1978) Adv Heterocycl Chem 22:367
6. Colotta V, Catarzi D, Varano F, Lenzi O, Filacchioni G, Martini C, Trincavelli L, Ciampi O, Traini C, Pugliese AM, Pedata F, Morizzo E, Moro S (2008) Bioorg Med Chem 16:6086
7. Sonogashira K, Tohda Y, Hagihara N (1975) Tetrahedron Lett 16:4467
8. Chinchilla R, Nájera C (2007) Chem Rev 107:874
9. Chinchilla R, Nájera C (2011) Chem Soc Rev 40:5084
10. Paterson I, Davies RDM, Marquez R (2001) Angew Chem Int Ed 40:603
11. Cosford NDP, Tehrani L, Roppe J, Schweiger E, Smith ND, Anderson J, Bristow L, Brodkin J, Jiang X, McDonald I, Rao S, Washburn M, Varney M (2003) J Med Chem 46:204
12. Mongin O, Porres L, Moreaux L, Mertz J, Blanchard-Desce M (2002) Org Lett 4:719
13. Onitsuka K, Fujimoto M, Ohshiro N, Takahashi S (1999) Angew Chem Int Ed 38:689
14. Raju S, Kumar PR, Mukkanti K, Annamalai P, Pal M (2006) Bioorg Med Chem Lett 16:6185
15. Reddy EA, Barange DK, Islam A, Mukkanti K, Pal M (2008) Tetrahedron 64:7143
16. Batchu VR, Subramanian V, Parasuraman K, Swamy NK, Kumar S, Pal M (2005) Tetrahedron 61:9869
17. Komáromi A, Tolnai GL, Novák Z (2008) Tetrahedron Lett 49:7294
18. Ruiz J, Cutillas N, Lopez F, Lopez G, Bautista D (2006) Organometallics 25:5768
19. Consorti CS, Flores FR, Rominger F, Dupont J (2006) Adv Synth Catal 348:133
20. Dhudshia B, Thadani AN (2006) Chem Commun 46:668
21. Yi CY, Hua RM (2006) Catal Commun 7:377
22. Komáromi A, Novák Z (2008) Chem Commun 40:4968
23. Yi CY, Hua RM (2006) J Org Chem 71:2535
24. Soheili A, Albaneze-Walker J, Murry JA, Dormer PG, Hughes DL (2003) Org Lett 5:4191
25. Herrmann WA (2002) Angew Chem Int Ed 41:1290
26. Gholap AR, Venkatesan K, Pasricha R, Daniel T, Lahoti RJ, Srinivasan KV (2005) J Org Chem 70:4869
27. Fleckenstein CA, Plenio H (2008) Green Chem 10:563
28. Glaser C (1869) Ber Dtsch Chem Ges 2:422
29. Hay AS (1962) J Org Chem 27:3320
30. Siemsen P, Livingston RC, Diederich F (2000) Angew Chem Int Ed 39:2632
31. Mironov MA (2006) QSAR Comb Sci 25:423
32. Dömling A (2006) Chem Rev 106:17
33. Ramón DJ, Yus M (2005) Angew Chem Int Ed 44:1602
34. DeVasher RB, Moore LR, Shaughnessy KH (2004) J Org Chem 69:7919
35. Anderson KW, Buchwald SL (2005) Angew Chem Int Ed 44:6173
36. Mio MJ, Kopel LC, Braun JB, Gadzikwa TL, Hull KL, Brisbois RG, Markworth CJ, Grieco PA (2002) Org Lett 4:3199
37. Bhattacharya S, Sengupta S (2004) Tetrahedron Lett 45:8733
38. Bakherad M, Keivanloo A, Jajarmi S (2012) Tetrahedron 68:2107
39. Keivanloo A, Bakherad M, Rahimi A, Taheri SAN (2010) Tetrahedron Lett 51:2409
40. Keivanloo A, Bakherad M, Rahimi A (2010) Synthesis 42:1599
41. Cheeseman GWH (1962) J Chem Soc 1:1170