Synlett 2006(12): 1971-1972  
DOI: 10.1055/s-2006-947336
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Sodium Hydrogen Sulfate: Safe and Efficient

Eskandar Kolvari*
Chemistry Department, College of Science, Bu-Ali Sina University, 65174 Hamadan, Post Box No. 4135, Iran
e-Mail: kolvari@basu.ac.ir;
Further Information

Publication History

Publication Date:
24 July 2006 (online)

Introduction

Although NaHSO4 has been known for a long time, only in recent years it emerged as an efficient catalyst in or­ganic chemistry. The new interest in this salt is due to ­environmental and economical considerations that prompt urgent need to redesign important chemical processes ­using suitable catalysts. NaHSO4 can be used alone or supported on alumina [1] or silica gel, in solvent or under solvent-free conditions. The most often used form of it is the silica gel supported form. This catalyst promotes ­various transformations like selective and regioselective protection and deprotection, [2-9] nitration, [10] nitrosation, [11] oxidation, [12] Beckman rearrangement, [1] synthesis of halide derivatives, [13] [14] coupling of indoles, [15] and synthesis of quinazolinones.16

The advantages of using NaHSO4 include operational simplicity, selectivity, and availability, and it is inexpensive and ecologically friendly.

    References

  • 1 Gopalakrishnan M. Sureshkumar P. Kanagarajan V. Thanusu J. Lett. Org. Chem.  2005,  2:  444 
  • 2 Ravindranath N. Ramesh C. Reddy M. Das B. Adv. Synth. Catal.  2003,  345:  1207 
  • 3 Das B. Mahender G. Kumar V. Chowdhury N. Tetrahedron Lett.  2004,  45:  6709 
  • 4 Ramesh C. Ravindranath N. Das B. J. Org. Chem.  2003,  68:  7101 
  • 5 Ramesh C. Mahender G. Ravindranath N. Das B. Tetrahedron Lett.  2003,  44:  1465 
  • 6 Ramu R. Nath N. Reddy M. Das B. Synth. Commun.  2004,  34:  3135 
  • 7 Zhang Z. Monatsh. Chem.  2005,  136:  1191 
  • 8 Mahender G. Ramu R. Ramesh C. Das B. Chem. Lett.  2003,  32:  734 
  • 9 Breton GW. J. Org. Chem.  1997,  62:  8952 
  • 10a Zolfigol MA. Madrakian E. Ghaemi E. Ind. J. Chem., Sect. B: Org. Chem. Incl. Med. Chem.  2001,  40:  1191 
  • 10b Zolfigol MA. Madrakian E. Ghaemi E. Molecules  2001,  6:  614 
  • 11 Zolfigol MA. Madrakian E. Ghaemi E. Kiani M. Synth. Comm.  2000,  11:  2057 
  • 12a Shirini F. Zolfigol MA. Torabi S. Lett. Org. Chem.  2005,  2:  544 
  • 12b Damavandi JA. Zolfigol MA. Karimi B. Synth. Commun.  2001,  31:  3183 
  • 12c Zolfigol MA. Sadeghi MM. Mohammadpoor-Baltork I. Ghorbani Choghamarani A. Taqian-nasab A. Asian J. Chem.  2001,  13:  887 
  • 13 Das B. Venkateswarlu K. Mahender G. Mahender L. Tetrahedron Lett.  2005,  46:  3041 
  • 14 Das B. Banerjee J. Ravindranath N. Tetrahedron  2004,  60:  8357 
  • 15 Ramesh C. Banerjee J. Pal R. Das B. Adv. Synth. Catal.  2003,  345:  557 
  • 16 Das B. Banerjee J. Chem. Lett.  2004,  33:  960 
  • 17 Zhuang W. Jorgensen KA. Chem. Commun.  2002,  1336