Selective oxidative deoximation with anhydrous Ce(IV) sulfate

ASUTAY O., Hamarat N., ULUDAĞ N., Coskun N.

TETRAHEDRON LETTERS, vol.56, no.25, pp.3902-3904, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 25
  • Publication Date: 2015
  • Doi Number: 10.1016/j.tetlet.2015.04.111
  • Journal Name: TETRAHEDRON LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3902-3904
  • Keywords: Oxidation, Oximes, Reaction mechanism, Hammett correlation, Isonitroso hydrogen, PARENT CARBONYL-COMPOUNDS, ONE-POT SYNTHESIS, PREPARATIVE CONVERSION, OXIMES, EFFICIENT, REGENERATION, DERIVATIVES, NITRATE
  • Bursa Uludag University Affiliated: Yes

Abstract

Anhydrous Ce(SO4)(2) in chloroform selectively converts oximes into the parent carbonyl compounds in good yields. Hammett correlations helped to indicate a plausible mechanism for the above reaction. The formation of 1-(dinitromethyl)benzene was assumed to be a product of isonitroso hydrogen reaction with arylaldoximes. (C) 2015 Elsevier Ltd. All rights reserved.