S-benzyl isothiouronium chloride as a recoverable organocatalyst for the direct reductive amination of ketones with Hantzsch ester

Synthesis (Germany)

Volumn 44, Issue 13, 2012, Pages 1977-1982

  Nguyen, Quynh Pham Bao ^a   Kim, Taek Hyeon ^a  

^a Chonnam National University   (South Korea)

Author keywords

amines; hydrogen bond; ketones; reductive amination; S benzyl isothiouronium chloride

Indexed keywords

ORGANOCATALYSTS; REDUCTIVE AMINATION; S -BENZYL ISOTHIOURONIUM CHLORIDE;

CHLORINE COMPOUNDS; ESTERIFICATION; ESTERS; HYDROGEN BONDS; KETONES;

AMINES;

AMINE; BENZENE; CARBON; ESTER DERIVATIVE; HYDROGEN; KETONE DERIVATIVE; METHANOL; NITROGEN; S BENZYLISOTHIOURONIUM CHLORIDE; THIOUREA DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

AMINATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYST; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; HYDROGEN BOND; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 84862761071     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1291125     Document Type: Article

References (34)

1. Tripathy RP, Verna SS, Pandey J, Tiwari VK. Curr. Org. Chem.: 2008; 12 1093
2. Rueping M, Azap C, Sugiono E, Theissmann T. Synlett: 2005; 2367
3. Wang Z, Ye X, Wei S, Wu P, Zhang A, Sun J. Org. Lett.: 2006; 8 999
4. Zhu S.-F, Xie J.-B, Zhang Y.-Z, Li S, Zhou Q.-L. J. Am. Chem. Soc.: 2006; 128 12886
5. Cheemala MN, Knochel P. Org. Lett.: 2007; 9 3089
6. Li W, Hou G, Chang M, Zhang X. Adv. Synth. Catal.: 2009; 351 3123
7. Malkov AV, Vrankova K, Stoncius S, Kocovsky P. J. Org. Chem.: 2009; 74 5839
8. Che J, Lam Y. Adv. Synth. Catal.: 2010; 352 1752
9. Abdel-Magid AF, Carson KG, Harris BD, Maryanoff CA, Shah RD. J. Org. Chem.: 1996; 61 3849
10. Apodaca R, Xiao W. Org. Lett.: 2001; 3 1745
11. Sato S, Sakamoto T, Miyazawa E, Kikugawa Y. Tetrahedron: 2004; 60 7899
12. Bailey HV, Heaton W, Vicker N, Potter BV. L. Synlett: 2006; 2444
13. Salmi C, Loncle C, Letourneux Y, Brunel JM. Tetrahedron: 2008; 64 4453
14. Rubio-Perez L, Perez-Flores FJ, Sharma P, Velasco L, Cabrera A. Org. Lett.: 2009; 11 265
15. Li C, Villa-Marcos B, Xiao J. J. Am. Chem. Soc.: 2009; 131 6967
16. Wang C, Pettman A, Bacsa J, Xiao J. Angew. Chem. Int. Ed.: 2010; 49 7548
17. Itoh T, Nagata K, Kurihara A, Miyazaki M, Ohsawa A. Tetrahedron Lett.: 2002; 43 3105
18. Itoh T, Nagata K, Miyazaki M, Ishikawa H, Kurihara A, Ohsawa A. Tetrahedron: 2004; 60 6649
19. Storer RI, Carrera DE, Ni Y, MacMillan DW. C. J. Am. Chem. Soc.: 2006; 128 84
20. Menche D, Hassfeld J, Li J, Menche G, Ritter A, Rudolph S. Org. Lett.: 2006; 8 741
21. Wakchaure VN, Zhou J, Hoffmann S, List B. Angew. Chem. Int. Ed.: 2010; 49 4612
22. Wakchaure VN, Nicoletti M, Ratjen L, List B. Synlett: 2010; 2708
23. Yeo WS, Hong JI. Tetrahedron Lett.: 1998; 39 3769
24. Yeo WS, Hong JI. Tetrahedron Lett.: 1998; 39 8137
25. Kubo Y, Tsukahara M, Ishihara S, Tokita S. Chem. Commun.: 2000; 653
26. Nishizawa S, Cui YY, Minagawa M, Morita K, Kato Y, Taniguchi S, Kato R, Teramae N. J. Chem. Soc., Perkin Trans. 2: 2002; 866
27. Kubo Y, Ishihara S, Tsukahara M, Tokita S. J. Chem. Soc., Perkin Trans. 2: 2002; 1455
28. Kubo Y, Kato M, Misawa Y, Tokita S. Tetrahedron Lett.: 2004; 45 3769
29. Kato R, Cui Y.-Y, Nishizawa S, Yokobori T, Teramae N. Tetrahedron Lett.: 2004; 45 4273
30. Seong HR, Kim D.-S, Kim S.-G, Choi H.-J, Ahn KH. Tetrahedron Lett.: 2004; 45 723
31. Kubo Y, Sayaka U, Kemmochi Y, Okubo T. Tetrahedron Lett.: 2005; 46 4369
32. Minami T, Kaneko K, Nagasaki T, Kubo Y. Tetrahedron Lett.: 2008; 49 432
33. Nguyen QP. B, Kim JN, Kim TH. Bull. Korean Chem. Soc.: 2009; 30 2093
34. Nguyen QP. B, Kim TH. Bull. Korean Chem. Soc.: 2010; 31 712