Synthesis of amines by reductive amination of aldehydes and ketones using Co3O4/NGr@C catalyst

ChemCatChem

Volumn 7, Issue 1, 2015, Pages 62-64

  Pisiewicz, Sabine ^a   Stemmler, Tobias ^a   Surkus, Annette Enrica ^a   Junge, Kathrin ^a   Beller, Matthias ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Aldehyde; Cobalt catalyst; Heterogeneous catalysis; Ketone; Reductive amination

Indexed keywords

ALDEHYDES; CARBONYL COMPOUNDS; CATALYSIS; CATALYSTS; KETONES; PRECIOUS METALS;

CATALYST SYSTEM; COBALT CATALYST; ENVIRONMENTALLY BENIGN; METAL-BASED CATALYSTS; MOLECULAR HYDROGEN; REDUCTIVE AMINATION; SECONDARY AMINES; TERTIARY AMINE;

AMINES;

EID: 84920678266     PISSN: 18673880     EISSN: 18673899     Source Type: Journal    
DOI: 10.1002/cctc.201402527     Document Type: Article

References (29)

1. a) D. Menche, S. Böhm, J. Li, S. Rudolph, W. Zander, Tetrahedron Lett. 2007, 48, 365-369;
2. b) C. Wang, A Pettman, J. Basca, J. Xiao, Angew. Chem. Int. Ed. 2010, 49, 7548-7552;
3. Angew. Chem. 2010, 122, 7710-7714;
4. c) Y. J. Jung, J. W. Bae, E. S. Park, Y. M. Chang, C. M. Yoon, Tetrahedron 2003, 59, 10333-10338;
5. d) H. Alinezhad, M. Tajbakhsh, R. Zamani, Synlett 2006, 431-434;
6. e) S. Sato, T. Sakamoto, E. Miyazawa, Y. Kikugawa, Tetrahedron 2004, 60, 7899-7906;
7. f) B. C. Ranu, A. Majee, A. Sakar, J. Org. Chem. 1998, 63, 370;
8. g) A. E. Moorman, Synth. Commun. 1993, 23, 789;
9. h) S. Enthaler, Catal. Lett. 2011, 141, 55-61;
10. i) S. Gomez, J. A. Peters, J. C. van der Waal, P. J. van den Brink, T. Maschmeyer, Appl. Catal. A 2004, 261, 119-125.
11. a) R. F. Borch, M. D. Bernstein, H. D. Durst, J. Am. Chem. Soc. 1971, 93, 2897;
12. b) C. L. Barney, E. W. Huber, J. R. McCarthey, Tetrahedron Lett. 1990, 31, 5547-5550;
13. c) N. J. Ashweek, I. Coldham, G. P. Vennall, Tetrahedron Lett. 2000, 41, 2235-2237;
14. d) A. F. Abdel-Magid, S. J. Mehrman, Org. Process Res. Dev. 2006, 10, 971-1031;
15. e) A. F. Abdel-Magid, K. G. Carson, B. D. Harris, C. A. Maryanoff, R. D. Shah, J. Org. Chem. 1996, 61, 3849-3862.
16. G. Mignonac, Compt. Rend. 1921, 172, 223.
17. a) A. W. Heinen, J. A. Peters, H. van Bekkum, J. Org. Chem. 2000, 65, 2501-2506;
18. b) M. Allegretti, V. Berdini, M. C. Cesta, R. Curti, L. Nicolini, A. Topai, Tetrahedron Lett. 2001, 42, 4257-4260.
19. a)W. S. Emerson, C. A. Uraneck, J. Am. Chem. Soc. 1941, 63, 749-751;
20. b) G. Grethe, H. L. Lee, M. Uskokovic, A. Brossi, J. Org. Chem. 1968, 33, 491;
21. c) F. Santoro, R. Psaro, N. Ravasio, F. Zaccheria, ChemCatChem 2012, 4, 1249-1254;
22. d) J. Bódis, L. Lefferts, T. E. Müller, R. Pestmann, J. A. Lercher, Catal. Lett. 2005, 104, 23-28.
23. a) S. Gomez, J. A. Peters, T. Maschmeyer, Adv. Synth. Catal. 2002, 344, 1037-1057;
24. b) R. P. Tripathi, S. S. Verma, J. Pandey, V. K. Tiwari, Curr. Org. Chem. 2008, 12, 1093-1115.
25. a) F. A. Westerhaus, R. V. Jagadeesh, G. Wienhöfer, M.-M. Pohl, J. Radnik, A.-E. Surkus, J. Rabeah, K. Junge, H. Junge, M. Nielsen, A. Brückner, M. Beller, Nat. Chem. 2013, 5, 537-543;
26. b) A. Bencini, V. Lippolis, Coord. Chem. Rev. 2010, 254, 2096-2180;
27. c) J. H. Zagal, F. Bedioui, J.-P. Dodelet, N4-Macrocyclic Metal Complexes, Springer Science + Business Media, Inc., New York, 2006, pp. 83-126.
28. A. Thomas, A. Fischer, F. Goettmann, M. Antonietti, J. O. Müller, R. Schlögl, J. Mater. Chem. 2008, 18, 4893-4908.
29. T. Stemmler, F. A. Westerhaus, A.-E. Surkus, M.-M. Pohl, K. Junge, M. Beller, Green Chem. 2014, 16, 4535-4540.