Browse > Article
http://dx.doi.org/10.5012/bkcs.2011.32.12.4191

A Simple and One-pot Oxidative Conversion of Alcohols or Aldehydes to the Nitriles using NaIO4/KI in Aqueous NH3  

Zolfigol, Mohammad Ali (Faculty of Chemistry, Bu-Ali Sina University)
Hajjami, Maryam (Faculty of Chemistry, Bu-Ali Sina University)
Ghorbani-Choghamarani, Arash (Department of Chemistry, Faculty of Science, Ilam University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.12, 2011 , pp. 4191-4194 More about this Journal
Abstract
Sodium periodate ($NaIO_4$) and potassium iodide (KI) in aqueous ammonia has been used for the one-pot synthesis of nitriles from the corresponding aldehydes and alcohols in moderate to good yield. This transformation, proceeds via an in situ oxidation- imination-aldimine oxidation sequence.
Keywords
Nitrile; Sodium periodate; Ammonia; Potassium iodide;
Citations & Related Records

Times Cited By Web Of Science : 1  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
연도 인용수 순위
  • Reference
1 http://www.chemblink.com/products/4210-32-6.html.
2 http://www.chemexper.com/chemicals/supplier/cas/78-82-0.html.
3 Sharghi, H.; Sarvari, M. H. Tetrahedron 2002, 58, 10323.   DOI   ScienceOn
4 Chill, S. T.; Mebane, R. C. Synth. Commun. 2009, 39, 3601.   DOI   ScienceOn
5 Movassagh, B.; Shokri, S. Tetrahedron Lett. 2005, 46, 6923.   DOI   ScienceOn
6 Maeyama, K.; Kobayashi, M.; Kato, H.; Yonezawa, N. Synth. Commun. 2002, 32, 2519.   DOI   ScienceOn
7 Cho, B. R.; Chung, H. S.; Cho, N. S. J. Org. Chem. 1998, 63, 4685.   DOI   ScienceOn
8 Iranpoor, N.; Firouzabadi, H.; Akhlaghinia, B.; Nowrouzi, N. J. Org. Chem. 2004, 69, 2562.   DOI   ScienceOn
9 Carmeli, M.; Shefer, N.; Rozen, S. Tetrahedron Lett. 2006, 47, 8969.   DOI   ScienceOn
10 Talukdar, S.; Hsu, J. L.; Chou, T. C.; Fang, J. M. Tetrahedron Lett. 2001, 42, 1103.   DOI   ScienceOn
11 Stevens, T. E. J. Org. Chem. 1961, 26, 2531.   DOI
12 Reddy, K. R.; Maheswari, C. U.; Venkateshwar, M.; Prashanthi, S.; Kantam, M. L. Tetrahedron Lett. 2009, 50, 2050.   DOI   ScienceOn
13 Parameswaram, K. N.; Friedman, O. M. Chem. Ind. (London) 1965, 988.
14 Mori, N.; Togo, H. Synlett 2005, 1964.
15 Bandgar, B. P.; Makone, S. S. Synth. Commun. 2006, 36, 1347.   DOI   ScienceOn
16 Arote, N. D.; Bhalerao, D. S.; Akamanchi, K. G. Tetrahedron Lett. 2007, 48, 3651.   DOI   ScienceOn
17 Movassagh, B.; Fazeli, A. Synthetic Commun. 2007, 37, 623.   DOI   ScienceOn
18 Chen, F. E.; Li, Y. Y.; Xu, M.; Jia, H. Q. Synthesis 2002, 1804.
19 Dewan, S. K.; Singh, R.; Kumar, A. Synthetic Commun. 2004, 34, 2025.   DOI   ScienceOn
20 Iida, S.; Togo, H. Tetrahedron 2007, 63, 8274.   DOI   ScienceOn
21 Bag, S.; Tawari, N. R.; Degani, M. S. Arkivoc 2009, (xiv), 118.
22 Kim, M.; Lee, J.; Lee, H. Y.; Chang, S. Adv. Synth. Catal. 2009, 351, 1807.   DOI   ScienceOn
23 Yang, S. H.; Chang, S. Org. Lett. 2001, 3, 4209.   DOI   ScienceOn
24 Iida, S.; Ohmura, R.; Togo, H. Tetrahedron 2009, 65, 6257.   DOI   ScienceOn
25 Leadbeater, N. E.; Torenius, H. M.; Tye, H. Tetrahedron 2003, 59, 2253.   DOI   ScienceOn
26 Harrison, C.; Hodge, P.; Rogers, W. Synthesis 1977, 41.