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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 16
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Original Articles

Synthesis of Aromatic Aldehydes by a Fast Method Involving Kornblum's Reaction

Pages 2748-2752 | Received 26 Sep 2007, Published online: 25 Aug 2010

REFERENCES

  • Kornblum , N. ; Powers , J. W. ; Anderson , G. J. ; Jones , W. J. ; Larson , H. O. ; Levand , O. ; Weaver , W. M. A new and selective method of oxidation . J. Am. Chem. Soc. 1957 , 79 , 6562 .
  • Kornblum , N. ; Powers , J. W. ; Anderson , G. J. A new and selective method of oxidation. The conversion of alkyl halides and alkyl tosilates to aldehydes . J. Am. Chem. Soc. 1959 , 81 , 4113 – 4114 .
  • McPherson , D. W. ; Umbricht , G. ; Knapp , F. F. Jr. Radiolabeling of protein with radioisotopes of copper using p-carboxyalkylphenylglyoxal bis-(4N-methylthiosemicarbazone) (TSC) bifunctional chelates . J. Labelled Compd. Radiopharm. 1990 , 28 , 877 – 899 .
  • Koppes , W. M. ; Sitzmann , M. E. ; Adolph , H. G. Synthesis of novel polynitrodiols . J. Chem. Eng. Data. 1986 , 31 , 119 – 123 .
  • Shimono , S. ; Tamura , R. ; Ikuma , N. ; Takimoto , T. ; Kawame , N. ; Tamada , O. ; Sakai , N. ; Matsuura , H. ; Yamauchi , J. Preparation of 2,3-bis(hydroxyamino)-2,3-dimethylbutane by reduction of dinitrobutane with Al/Hg in aqueous THF . J. Org. Chem. 2004 , 69 , 475 – 481 .
  • Fitch , R. W. ; Luzzio , F. A. Ultrasound in natural products synthesis: applications to the synthesis of histrionicotoxin via nitroalkanal acetals . Ultrason. Sonochem. 1997 , 4 , 99 – 107 .
  • Hanefeld , W. ; Wurtz , S. J. Synthesis of potential plant protecting compounds on the basis of 2,3-dihydrothiazol-2-thione. II: Structural variations derived from a C4-carbaldehyde function . Prakt. Chem. 2000 , 342 , 445 – 458 .
  • Evans , D. A. ; Mitch , C. H. Studies directed towards the total synthesis of morphine alkaloids . Tetrahedron Lett. 1982 , 23 , 285 – 288 .
  • Phat , D. T. ; Kagan , H. Nouveaux coordinats bidentes, leur fabrication et leurs applications . FR 2199756; Apr. 12; 1974 ; Chem. Abstr. 1975 , 82 , 22291 .
  • Wiel , J. B. ; Rouessac , F. A new approach to the synthesis of the prostanoids . Chem. Commun. 1976 , 12 , 446 – 447 .
  • Lawrence , N. J Aldehydes and ketones . J. Chem. Soc., Perkin Trans . 1998 , 1 , 1739 – 1749 .
  • Chandrasekhar , S. ; Sridhar , M. A bifunctional approach towards the mild oxidation of organic halides: 2-dimethylamino-N,N-dimethylaniline N-oxide . Tetrahedron Lett. 2000 , 41 , 5423 – 5425 .
  • Bratulescu , G. Cyclisation under the action of the microwaves of the D-saccaric acid to 2,5-furandicarboxylic acid . Rev. Roum. Chim. 2000 , 45 , 883 – 885 .
  • Bratulescu , G. Improved method for the synthesis of 1,2,4-triazolo[4,5-a]pyrimidin-5-ones . Synthesis 2005 , 17 , 2833 – 2834 .
  • Meyers , C. Y. Aromatic aldehydes from benzyl alcohols via inorganic hypochlorite oxidation . J. Org. Chem. 1961 , 26 , 1046 – 1050 .
  • Kayan , B. ; Oezen , R. ; Gizir , A. M. ; Kus , N. S. Oxidation of toluenes to aromatic aldehydes with molecular oxygen in subcritical water . Org. Prep. Proced. Int. 2005 , 37 , 83 – 86 .
  • Baker , R. R. ; Bishop , L. J. The pyrolysis of tobacco ingredients. J. Anal. Appl. Pyrolysis 2004, 71, 223–311.
  • Huang , Y. ; Shen , Y. ; Chen , C. Bromodiphenylstibine-mediated oxidation of benzyl alcohols by bromine . Synthesis 1985 , 6–7 , 651 – 652 .
  • Smirnova , M. M. ; Geiderikh , A. V. ; Mochalov , S. S. ; Shabarov , Y. S. ; Yu , S. Para-alkyl-substituted phenylcyclopropanes in reaction with dinitrogen tetroxide . Zh. Org. Khim. 1988 , 24 , 1189 – 1195 .
  • Clement , H. The Grignard reagent from bromopentamethylbenzene . Bull. Soc. Chim. 1938 , 5 , 1011 – 1020 .
  • Sahu , S. ; Patel , S. ; Mishra , B. Selective oxidation of arylaldoximes by cetyltrimethylammonium dichromate to arylaldehydes and arylnitriles . Synth. Commun. 2005 , 35 , 3123 – 3126 .
  • Koton , M. M. Synthesis of nuclearly halogenated derivatives of styrene . Zh. Obshch. Khim. 1951 , 21 , 1843 – 1847 .
  • Babu , M. S. ; Rai , K. M. L. Synthesis of aromatic aldehydes via NiCl2 reduction and hydrolysis of oxazolines . Tetrahedron Lett. 2004 , 45 , 7969 – 7970 .
  • Nishiguchi , I. ; Hirashima , T. Electroorganic synthesis. 4. Facile synthesis of aromatic aldehydes by direct anodic oxidation of para-substituted toluenes . J. Org. Chem. 1985 , 50 , 539 – 541 .
  • Gale , D. J. ; Wilshire , J. F. K. Amidomethylation of some N,N-dialkylanilines (Tscherniac-Einhorn reaction) . Aust. J. Chem. 1975 , 28 , 2447 – 2458 .
  • Arnold , R. T. ; Webers , J. V. ; Dodson , R. M. Steric effect of methylene groups. VI . J. Am. Chem. Soc. 1952 , 74 , 368 – 371 .
  • Xia , G. M. ; Fang , Q. ; Xu , X. G. ; Xu , G. B. ; Liu , Z. Q. ; Wang W. Synthesis and linear, nonlinear fluorescence of bithiophene derivatives . Huaxue Xuebao 2003 , 61 , 976 – 982 ; Chem. Abstr. 2004, 140, 16622 .
  • Fry , J. ; Ott , R. A. Aldehydes from nitriles. Formation of N-alkylnitrilium ions and their reduction to N-alkylaldimines by organosilicon hydrides . J. Org. Chem. 1981 , 46 , 602 – 607 .

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