Amino acid intercalated layered double hydroxide catalyzed chemoselective methylation of phenols and thiophenols with dimethyl carbonate

Tetrahedron Letters

Volumn 54, Issue 52, 2013, Pages 7167-7170

  Subramanian, Thirumeni ^a   Dhakshinamoorthy, Amarajothi ^a   Pitchumani, Kasi ^a  

^a MADURAI KAMARAJ UNIVERSITY   (India)

Author keywords

Amino acids; Chemoselectivity; Dimethyl carbonate; Green methylating agent; Layered double hydroxides; Methylation

Indexed keywords

AMINO ACID; CARBONIC ACID; HYDROXIDE; PHENOL DERIVATIVE; THIOPHENOL;

ARTICLE; CATALYST; INFRARED SPECTROSCOPY; METHYLATION; PHYSICAL CHEMISTRY; REACTION ANALYSIS; X RAY DIFFRACTION;

EID: 84888129090     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2013.10.098     Document Type: Article

References (33)

1. F. Cavani, and F. Trifiro Catal. Today 11 1991 173
2. B. Sels, D.D. Vos, M. Buntinx, F. Pierard, A. Kirsch-De Mesmaeker, and P. Jacobs Nature 400 1999 855
3. V. Ambrogi, G. Fardella, G. Grandolini, M. Nocchetti, and L. Perioli J. Pharm. Sci. 92 2003 1407
4. J.H. Choy, S.Y. Kwak, J.S. Park, Y.J. Jeong, and J. Portier J. Am. Chem. Soc. 121 1999 1399
5. L. Desigaux, M.B. Belkacem, P. Richard, J. Cellier, P. Léone, L. Cario, F. Leroux, C. Tavoit-Gueho, and B. Pitard Nano Lett. 6 2006 199
6. G. Lagaly Appl. Clay Sci. 18 2001 205
7. M.Z. Bin Hussein, Z. Zainal, A.H. Yahaya, and D.W.V. Foo J. Controlled Release 82 2002 417
8. M.D. Arco, E. Cebadera, S. Gutierrez, C. Martin, M.J. Montero, V. Rives, J. Rocha, and M.A. Sevilla J. Pharm. Sci. 93 2004 1649
9. B. Lotsch, F. Millange, R.I. Walton, and D. Ohare Solid State Sci. 3 2001 883
10. J.-H. Choy, and Y.-H. Son Bull. Korean Chem. Soc. 25 2004 122
11. N.T. Whilton, P.J. Vickers, and S. Mann J. Mat. Chem. 7 1997 1623
12. H. Nakayama, N. Wada, and M. Tsuhako Int. J. Pharm. 269 2004 469
13. G. Sartori, R. Ballini, F. Bigi, G. Bosica, R. Maggi, and P. Righi Chem. Rev. 104 2004 199
14. G. Dorothea E. Barbara, H. Stephen, S. Gail, Phenol Derivatives. Ullmann's Encyclopedia of Industrial Chemistry 1991 VCH Weinheim Vol. A19
15. G.I. Georg Protective Groups in β-Lactam Chemistry 1993 VCH Weinheim pp 1-38
16. B.S. Furniss, A.J. Hannaford, P.W.G. Smith, and A.R. Tatchell Vogel's Textbook of Practical Organic Chemistry 5th ed. 1989 John Wiley & Sons New York, NY
17. Y. Ono Appl. Catal. A: Gen. 155 1997 133
18. J. Xu, A. Zhen, and Q.H. Xu Chin. Chem. Lett. 10 1999 983
19. P. Tundo, P. Anastas, D.S. Black, J. Breen, T. Collins, S. Memoli, J. Miyamoto, M. Polyakoff, and W. Tumas Pure Appl. Chem. 72 2000 1207
20. M.R. Saidi, and F. Rajabi Phosphorus Sulfur Silicon 178 2003 2343
21. M.M. Heravi, N.Z. Ahari, H.A. Oskooie, and M. Ghassemzadeh Phosphorus Sulfur and Silicon 180 2005 1701
22. N. Maras, S. Polanc, and M. Kocevar Tetrahedron 64 2008 11618
23. P. Tundo, and M. Selva Acc. Chem. Res. 35 2002 706
24. G. Wu, X. Wang, B. Chen, J. Li, N. Zhao, W. Wei, and Y. Sun Appl. Catal. A: Gen. 329 2007 106
25. M.D. Romero, G. Ovejero, A. RodrIguez, J.M. Gomez, and I. Agueda Ind. Eng. Chem. Res. 43 2004 8194
26. Z. Fu, Y. Yu, D. Yin, Y. Xu, H. Liu, H. Liao, Q. Xu, F. Tan, and J. Wang J. Mol. Catal. A: Chem. 232 2005 69
27. R. Bal, K. Chaudhari, and S. Sivasanker Catal. Lett. 70 2000 75
28. R. Bal, and S. Sivasanker Green Chem. 2 2000 106
29. Z.L. Shen, X.Z. Jiang, W.M. Mo, B.X. Hu, and N. Sun Green Chem. 7 2005 97
30. A. Dhakshinamoorthy, A. Sharmila, and K. Pitchumani Chem. A Eur. J. 16 2010 1128
31. T. Zhang, Q. Yang, H. Shi, and L. Chi Org. Process Res. Dev. 13 2009 647
32. U. Tilstam Org. Process Res. Dev. 16 2012 1150
33. T.M. Jyothi, T. Raja, M.B. Talawar, K. Sreekumar, S. Sugunan, and B.S. Rao Synth. Commun. 30 2000 3929