TRANSITION METAL COMPLEXES MEDIATED EFFICIENT AND FACILE CLEAVAGE OF OXIMES AND PHENYLHYDRAZONE TO CARBONYL COMPOUNDS

Authors

  • Tasneem Mohammed
  • ARIFUDDIN M
  • Mohamed N Al-arifi
  • Syed Wajid bNawab Shah Alam Khan Centre For Post Graduate Studies And Research

Abstract

 

Graphical Abstract
Purpose: To report a new and efficient method for the regeneration of carbonyl compounds from their oximes and phenylhydrazones by employing
transition metal complexes under mild conditions.
Methods: Different oxime and phenylhydrazone complexes have been examined for this regeneration process and found effective.
Results: A new method for the cleavage of oximes and phenylhydrazone into their corresponding carbonyl compounds has been done successfully.
Conclusion: The present method is of practical significance as it is rapid, high yielding, involves simple work-up under the very mild condition, and it
applicable to both aldehydes and ketones. Thus, it is believed that the present method appears to be viable alternative to existing procedures.

Keywords: Regeneration, Carbonyl compounds, Oximes, Phenylhydrazones, Transition metal complexes.

Downloads

Download data is not yet available.

References

Greene TW, Wuts PG. Protective Groups in Organic Synthesis. 2nd ed.

New York: John Wiley & Sons; 1991.

Kabala GW, Pace RD, Wadgaonkar PP. The palladium assisted transfer

reduction of a-b-unsaturated nitroalkanes to oximes using ammonium

formate. Synth Commun 1990;20(16):2453-58.

Bose DS, Srinivas P. A mild and versatile method for the oxidative

cleavage of oximes and tosylhydrazones to carbonyl compounds.

Synlett 1998;1998(9):977-8.

Chouwdry SS, Akamanchi KG. A mild, chemoselective, oxidative

method for deoximation using dess–martin periodinane. Synthesis

;1999(5):760-4.

Mukai C, Nomura I, Kataoka O, Hanaoka M. Dicobaltoctacarbonylmediated

deoximation. Synthesis; 1999;11:1872-4.

Sandhyamayee S, Sagarika S, Sabita P, Sukalyan D, Bijay KM.

Deoximation of Keto – and aldoximes to carbonyl compounds. Indian J

Chem 2008;47B(2):259-71.

Arash GC, Shiri L, Javad Z. Efficient Catalytic and Oxidative

Deoximation of Aldoximes and Ketoximes by Ferric Nitrate and Catalytic

Amounts of Bromide Ion. Bull Korean Chem Soc 2008;29:2496.

Das PJ, Das A, Baruah A. Mixed ligand cobalt(II) complex as an

efficient catalyst for oxidative deoximation using hydrogen peroxide.

Indian J Chem B 2010;49B(8):1140-3.

Kamal A, Arifuddin M, Rao MV. Facile and rapid regeneration

of carbonyl compounds from their N, N-Dimethylhydrazones by

employing transition metal complexes. Synlett 2000;0(10):1482-4.

Abdulla SA, Arun Kumar Y, Arifuddin M, Rajanna KC. Mild and

efficient nitration of aromatic compounds mediated by transition metals

complexes. Synth Commun 2011;41(19):2946-51.

Campbell MJ. Transition metal complexes of thiosemicarbazide and

thiosemicarbazones. Coord Chem Rev 1975;15:279-319.

Published

01-05-2015

How to Cite

Mohammed, T., ARIFUDDIN M, M. N. Al-arifi, and Syed Wajid. “TRANSITION METAL COMPLEXES MEDIATED EFFICIENT AND FACILE CLEAVAGE OF OXIMES AND PHENYLHYDRAZONE TO CARBONYL COMPOUNDS”. Asian Journal of Pharmaceutical and Clinical Research, vol. 8, no. 3, May 2015, pp. 96-98, https://mail.innovareacademics.in/journals/index.php/ajpcr/article/view/4423.

Issue

Section

Original Article(s)