Catalysis by Amberlite IR-120 resin: A rapid and green method for the synthesis of phenols from arylboronic acids under metal, ligand, and base-free conditions

Tetrahedron Letters

Volumn 53, Issue 45, 2012, Pages 6004-6007

  Mulakayala, Naveen ^a   Ismail, ^a   Kumar, Kottur Mohan ^a   Rapolu, Rajesh Kumar ^a   Kandagatla, Bhaskar ^a   Rao, Pallavi ^a   Oruganti, Srinivas ^a   Pal, Manojit ^a  

^a INSTITUTE OF LIFE SCIENCES   (India)

Author keywords

Amberlite IR 120 resin; Arylboronic acid; Catalysis; Green synthesis; Phenol

Indexed keywords

ARYLBORONOIC ACID; BORONIC ACID DERIVATIVE; HYDROGEN PEROXIDE; PHENOL DERIVATIVE; POLACRILIN; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; FILTRATION; ION EXCHANGE; SYNTHESIS;

EID: 84867269544     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.08.087     Document Type: Article

References (33)

1. J.H.P. Tyman Synthetic and Natural Phenols 1996 Elsevier New York
2. Z. Rappoport The Chemistry of Phenols 2003 Willey-VCH Weinheim
3. C.A Fyfe S. Patai, The Chemistry of the Hydroxyl Group Vol. 1 1971 Wiley Interscience New York 83
4. C. Hoarau, and T.R.R. Pettus Synlett 2003 127
5. P. Hanson, J.R. Jones, A.B. Taylor, P.H. Walton, and A.W. Timms J. Chem. Soc., Perkin Trans. 2 2002 1135
6. T. George, R. Mabon, G. Sweeney, B.J. Sweeney, and A. Tavassoli J. Chem. Soc., Perkin Trans. 1 2000 2529 and reference cited therein
7. K.G. Thakur, and G. Sekar Chem. Commun. 47 2011 6692
8. A. Mehmood, and N.E. Leadbeater Catal. Commun. 12 2010 64
9. K.W. Anderson, T. Ikawa, R.E. Tundel, and S.L. Buchwald J. Am. Chem. Soc. 128 2006 10694
10. T. Schulz, C. Torborg, B. Schaffner, J. Huang, A. Zapf, R. Kadyrov, A. Borner, and M. Beller Angew. Chem., Int. Ed. 48 2009 918
11. A.G. Sergeev, T. Schulz, C. Torborg, A. Spannenberg, H. Neumann, and M. Beller Angew. Chem., Int. Ed. 48 2009 7595
12. M.C. Willis Angew. Chem., Int. Ed. 46 2007 3402
13. F.Y. Kwong, G. Chen, and A.S.C. Chan Tetrahedron Lett. 48 2007 473
14. B.J. Gallon, R.W. Kojima, R.B. Kaner, and P.L. Diaconescu Angew. Chem., Int. Ed. 46 2007 7251
15. D. Zhao, N. Wu, S. Zhang, P. Xi, X. Su, J. Lan, and J. You Angew. Chem., Int. Ed. 48 2009 8729
16. A. Tlili, N. Xia, F. Monnier, and M. Taillefer Angew. Chem., Int. Ed. 48 2009 8725
17. D.S. Matteson Tetrahedron 1859 1989 45
18. A. Pelter, K. Smith, and H.C. Brown Borane Reagents 1988 Academic Press New York
19. H. Sakurai, H. Tsunoyama, H. Tsunoyama, and T. Tsukuda J. Organomet. Chem. 692 2007 368
20. P.Y.S. Lam, D. Bonne, G. Vincent, C.G. Clark, and A.P. Combs Tetrahedron Lett. 44 2003 1691
21. Y.C. Jung, R.K. Mishra, C.H. Yoon, and K.W. Jung Org. Lett. 5 2003 2231
22. A. Gogoi, and U. Bora Synlett 2012 1079
23. J. Xu, X. Wang, C. Shao, D. Su, G. Cheng, and Y. Hu Org. Lett. 1964 2010 12
24. G.K. Surya Prakash, S. Chacko, C. Panja, T.E. Thomas, L. Gurung, G. Rasul, T. Mathew, and G.A. Olah Adv. Synth. Catal. 351 2009 1567
25. E. Kianmehr, M. Yahyaee, and K. Tabatabai Tetrahedron Lett. 48 2007 2713
26. K.S. Webb, and D. Levy Tetrahedron Lett. 36 1995 5117
27. J. Simon, S. Salzbrunn, G.K. Surya Prakash, N.A. Petasis, and G.A. Olah J. Org. Chem. 66 2001 633
28. J. Piera, and J.-E. Backvall Angew. Chem., Int. Ed. 47 2008 3506
29. N. Tewari, D. Katiyar, V.K. Tiwari, and R.P. Tripathi Tetrahedron Lett. 44 2003 6639
30. K. Akagawa, S. Sakamoto, and K. Kudo Tetrahedron Lett. 48 2007 985
31. T.-J. Park, M. Weiwer, X. Yuan, S.N. Baytas, E.M. Munoz, S. Murugesan, and R. Linhardt J. Carbohydr. Res. 342 2007 614
32. A.K. Bhattacharya, and K.C. Rana Tetrahedron Lett. 49 2008 2598
33. M. Forouzania, and H. Ghasemnejad-Bosra Arab. J. Chem. In press 2012 10.1016/j.arabjc.2011.08.002