Tetrameric DABCO–Bromine Complex: A Novel Reagent for Regeneration of Carbonyl Compounds From Aldoximes and Ketoximes

References

• Bandgar , B. P. , Lalita , B. K. and Thote , J. L. 1997 . Deoximation with N‐haloamides . Synth. Commun. , 27 : 1149 – 1152 .
   Web of Science ®Google Scholar
• Massey , E. H. , Kitchell , B. , Martin , L. D. , Gerazon , K. and Murphy , H. W. 1970 . Erythromycylamine . Tetrahedron Lett. , : 157
   PubMedGoogle Scholar
• Stevens , R. V. , Gaeta , F. C.A. and Lawrence , D. S. 1983 . Camphorae: Chiral intermediates for the enantiospecific total synthesis of steroids, 1 . J. Am. Chem. Soc. , 105 : 7713
   Web of Science ®Google Scholar
• Donaruma , L. G. and Heldt , W. Z. 1960 . The Beckmann rearrangement . Org. Reac. , 11 : 1
   Web of Science ®Google Scholar
• Bosch , A. L. , Cruz , P. , Diez‐Barra , E. , Loupy , I. and Langa , F. 1995 . Microwave‐assisted Beckman rearrangement of ketoximes in dry media . Synlett , : 1259 – 1260 .
   Google Scholar
• Barry , R. H. and Hartung , W. H. 1947 . α‐Oximino acid intermediates or the synthesis of α‐amino acids . J. Org. Chem. , 12 : 460 – 468 .
   PubMed Web of Science ®Google Scholar
• Toaster , O. 1953 . The nitrosation of aliphatic carbon atoms . Org. Reac. , 7 : 327 – 377 .
   Google Scholar
• Hartung , W. H. and Cressly , F. 1943 . Isonitrosopopiophenone . Org. Synth. Coll. , 11 : 363 – 364 .
   Google Scholar
• Barton , D. H.R. , Beaton , J. M. , Geller , L. E. and Pechet , M. M. 1961 . A new photochemical reaction . J. Am. Chem. Soc. , 83 : 4076 – 4083 .
   Web of Science ®Google Scholar
• Barton , D. H.R. and Beaton , J. M. 1961 . A synthesis of aldosterone acetate . J. Am. Chem. Soc. , 83 : 4083 – 4089 .
   Web of Science ®Google Scholar
• Heravi , M. M. , Beheshtiha , Y. S. , Ghassemzadeh , M. , Hekmatshoar , R. and Sarmad , N. 2000 . Solid state deoximation with clay-supported ammonium chlorochromate: Regeneration of carbonyl compounds using microwaves in a solvent less system . Monatsh. Chem. , 131 : 187
   Web of Science ®Google Scholar
• Heravi , M. M. , Ajami , D. and Mojtahedi , M. M. 2000 . Regeneration of carbonyl compounds from oximes on clayfen under conventional heating and microwave irradiation . J. Chem. Res. , : 126
   Google Scholar
• Heravi , M. M. and Ghassemzadeh , M. 2003 . Conversion of oximes into carbonyl compounds with thalium (III) nitrate supported onto HZSM‐5 zeolite under microwave irradiation in solventless system . Phosphorus, Sulfur Silicon Relat. Elem. , 178 : 119
   Web of Science ®Google Scholar
• Heravi , M. M. , Ajami , D. , Mojtahedi , B. , Tbar‐Heydar , K. and Ghassemzadeh , M. 2002 . Zeofen, an eco‐friendly catalyst for deoximation under microwave irradiation in solventless system . Synth. Commun. , 32 ( 21 ) : 3325
   Web of Science ®Google Scholar
• Bigdeli , M. A. , Alavi Nikje , M. M. and Heravi , M. M. 2002 . Regeneration of carbonyl compounds from oximes using oxone/wet‐alumina under microwave irradiation . Phosphorus, Sulfur Silicon Relat. Elem. , 177 ( 1 ) : 15
   Web of Science ®Google Scholar
• Niaki , T. T. , Oskooiee , A. , Heravi , M. M. and Miralaee , B. 2004 . Oxidative deoximation by supported bismuth (III) nitrate mediated by DABCO under microwave irradiation . J. Chem. Res. , : 448
   Google Scholar
• Heravi , M. M. , Ajami , D. , Tajbakhsh , M. and Ghassemzadeh , M. 2000 . Clay‐supported bis‐(trimethylsilyl)‐chromate: An efficient reagent for oxidative deoximation . Monatsh. Chem. , 131 ( 10 ) : 1109
   Google Scholar
• Corsaro , A. , Chiachio , U. and Pistara , V. 2001 . Regeneration of carbonyl compounds from the corresponding oximes . Synthesis , : 1903
   Web of Science ®Google Scholar
• Dehkordi , M. B. , Heravi , M. M. , Ziafat , A. and Ghassemzadeh , M. 2004 . Oxidative deprotection of tetrhydropyranyl ethers by hexamethylenetetramine–bromine supported onto silica gel under microwave irradiation in solvenless system . Phosphorus, Sulfur Silicon, Relat. Elem. , 179 ( 8 ) : 1473
   Google Scholar
• Heravi , M. M. , Derikvand , F. , Ghassemzadeh , M. and Neumuller , B. 2005 . Synthesis characterization and structure of tetrameric DABCO–bromine complex. A novel oxidizing agent for oxidation of alcohols to carbonyl compounds . Tetrahedron Lett. , 46 : 6243
   Web of Science ®Google Scholar
• Weast , R. C. 1976–1977 . Handbook of Chemistry and Physics , 57th ed. 44128 Cleveland, OH : Chemical Rubber Publishing .
   Google Scholar