β-Nitroacrylates as key building blocks for the synthesis of alkyl 3-substituted 5-oxopiperazine-2-carboxylates under fully heterogeneous conditions

Monatshefte fur Chemie

Volumn 144, Issue 4, 2013, Pages 509-514

  Gabrielli, Serena ^a   Ballini, Roberto ^a   Palmieri, Alessandro ^a  

^a UNIVERSITY OF CAMERINO   (Italy)

Author keywords

Cyclization; Heterocycles; Heterogeneous catalysis; Nitro compounds; Oxopiperazines

Indexed keywords

EID: 84879692430     PISSN: 00269247     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00706-012-0895-1     Document Type: Article

References (29)

1. Govek SP, Overman LE (2001) J Am Chem Soc 123:9468
2. Jacquot DEN, Zöllinger M, Lindel T (2005) Angew Chem Int Ed 44:2295
3. Palucki BL, Park MK, Nargund RP, Tang R, MacNeil T, Weinberg DH, Vongs A, Rosenblum CI, Doss GA, Miller RR, Stearns RA, Peng Q, Tamvakopoulos C, Van der Ploeg LHT, Patchett AA (2005) Bioorg Med Chem Lett 15:1993
4. Tian X, Mishra RK, Switzer AG, Hu XE, Kim N, Mazur AW, Ebetino FH, Wos JA, Crossdoersen D, Pinney BB, Farmer JA, Sheldon RJ (2006) Bioorg Med Chem Lett 16:4668
5. Su T, Yang H, Volkots D, Woolfrey J, Dam S, Wong P, Sinha U, Scarborough RM, Zhu B-Y (2003) Bioorg Med Chem Lett 13:729
6. Sugihara H, Fukushi H, Miyawaki T, Imai Y, Terashita Z-I, Kawamura M, Fujisawa Y, Kita S (1998) J Med Chem 41:489
7. Dinsmore JC, Bergman JM, Wei DD, Zartman CB, Davide JP, Greenberg IB, Liu D, O'Neill TJ, Gibbs JB, Koblan KS, Kohl NE, Lobell RB, Chen I-W, McLoughlin DA, Olah TV, Graham SL, Hartman GD, Williams TM (2001) Bioorg Chem Med Lett 11:537
8. Bergman JM, Abrams MT, Davide JP, Greenberg IB, Robinson RG, Buser CA, Huber HE, Koblan KS, Kohl NE, Lobell RB, Graham SL, Hartman GD, Williams TM, Dinsmore CJ (2001) Bioorg Med Chem Lett 11:1411
9. Seibel J, Brown D, Amour A, Macdonald SJ, Oldham NJ, Schofield CJ (2003) Bioorg Med Chem Lett 13:387
10. Tong Y, Fobian YM, Wu M, Boyd ND, Moeller KD (2000) J Org Chem 65:2484
11. Tasker A, Zhang D, Cao G-Q, Chakrabarti PP, Falsey JR, Herberich BJ, Hungate RW, Pettus LH, Reed A, Rzasa RM, Sham KKC, Thaman MC, Xu S (2010) Preparation of phthalazine, aza- and diaza-phthalazine compounds as protein kinase, especially p38 kinase, inhibitors for treating inflammation and related conditions. US Pat 7(759):337
12. Davis TA, Johnston JN (2011) Chem Sci 2:1076
13. Aspinal SR (1940) J Am Chem Soc 62:1202
14. Reginato G, Di Credico B, Andreotti D, Mingardi A, Paio A, Donati D (2007) Tetrahedron Asymmetry 18:2680
15. Shoji M, Michiko I, Kazuto K, Katsuyuki O (2004) Bull Chem Soc Jpn 77:1897
16. Guitot K, Carboni S, Reiser O, Piarulli U (2009) J Org Chem 74:8433
17. Hirose T, Sunazuka T, Tsuchiya S, Tanaka T, Kojima Y, Mori R, Iwatsuki M, Omura S (2008) Chem Eur J 14:8220
18. Ballini R, Fiorini D, Palmieri A (2004) Tetrahedron Lett 45:7027
19. Ballini R, Bazán NA, Bosica G, Palmieri A (2008) Tetrahedron Lett 49:3865
20. Palmieri A, Ley SV, Polyzos A, Ladlow M, Baxendale IR (2009) Beilstein J Org Chem 5:23
21. Ballini R, Gabrielli S, Palmieri A (2010) Curr Org Chem 14:65
22. Ballini R, Gabrielli S, Palmieri A (2009) Synlett 965
23. Ballini R, Gabrielli S, Palmieri A (2010) Synlett 2468
24. Palmieri A, Gabrielli S, Lanari D, Vaccaro L, Ballini R (2011) Adv Synth Catal 353:14125
25. Palmieri A, Gabrielli S, Cimarelli C, Ballini R (2011) Green Chem 13:3333
26. Gabrielli S, Palmieri A, Panmand DS, Lanari D, Vaccaro L, Ballini R (2012) Tetrahedron 68:8231
27. Pollini GP, Baricordi N, Benetti S, De Risi C, Zanirato V (2005) Tetrahedron Lett 46:3699
28. Henderson RK, Jiménez-González C, Constable DJ, Alston SR, Inglis GGA, Sherwood J, Binks SP, Curzons AD (2011) Green Chem 13:854
29. Alfonsi K, Colberg J, Dunn PJ, Fevig T, Jennings S, Johnson TA, Kleine HP, Knight C, Nagy MA, Perry DA, Stefaniak M (2008) Green Chem 10:31