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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 12
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Original Articles

The Oxidation of Primary Alcohols to Methyl Esters and Diols to Lactones Using Trichloroisocyanuric Acid

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Pages 2003-2009 | Received 17 Oct 2002, Published online: 17 Aug 2006

References

  • Shaabani , A. and Lee , D.G. 2001 . Solvent free permanganate oxidations . Tetrahedron Lett. , 42 ( 34 ) : 5833 – 5836 .
  • Tanaka , H. , Kawakami , Y. , Goto , K. and Kuroboshi , M. 2001 . An aqueous silica gel disperse electrolysis system. N-Oxyl-mediation electrooxidation of alcohols . Tetrahedron Lett. , 42 ( 3 ) : 445 – 488 .
  • Mukhopadhyay , S. and Chandalia , S.B. 1999 . Production of γ-butyrolactone by liquid phase oxidation of 1,4-butanediol . Indian J. Chem. Technol. , 6 ( 4 ) : 237 – 239 .
  • Yang , G. , Chen , Z. , Zhang , S. and Chen , J. 1998 . Study on polymer-supported tribromide oxidizing agent . Lizi. Jiaohuan Yu Xifu , 14 ( 6 ) : 475 – 480 . Chem. Abstr. 130, 313445
  • Yang , G. , Chen , Z. and Shi , C. 1998 . Study on polymer-supported bromate ion oxidizer with sodium bisulfate . Hubei Daxue Xuebao, Ziran Kexueban. , 20 ( 3 ) : 256 – 259 . Chem. Abstr. 130, 24638
  • Morimoto , T. , Hirano , M. , Iwasaki , K. and Ishikawa , T. 1994 . Oxidation of diols with sodium bromite trihydrate in organic solvents in the presence of alumina . Chem. Lett. , : 53 – 54 .
  • McDonald , C.E. , Holcomb , H.L. , Leathers , T.W. and Kennedy , K.E. 1993 . The oxidation of primary alcohols to methyl esters and lactones using N-iodosuccinimide . Microchem. J. , 47 ( 1–2 ) : 115 – 119 .
  • Kondo , S. , Kawasoe , S. , Kunisada , H. and Yuki , Y. 1995 . Convenient synthesis of lactones by the reaction of diols with N-halomides . Synth. Commun. , 25 : 719 – 724 . two examples using 1 are included
  • McDonald , C.E. , Nice , L.E. , Shaw , A.W. and Nestor , N.B. 1993 . Calcium hypochlorite-mediated oxidation of primary alcohols to methyl esters . Tetrahedron Lett. , 34 ( 17 ) : 2741 – 2744 .
  • Milovanovic , J.N. , Vasojevic , M. and Gojkovic , S. 1991 . Oxidation of primary alcohols to methyl esters using tert-butyl hypochlorite, pyridine and methyl alcohol . J. Chem. Soc. Perkin Trans. 2 , : 1231 – 1233 .
  • Hiegel , G.A. 1995 . “ Trichloroisocya-nuric Acid ” . In Encyclopedia of Reagents for Organic Synthesis Edited by: Paquette , L.A. Vol. 7 , 5072 – 5073 . Chichester, Sussex, , England : Wiley . For synthetic applications of 1 see:
  • Hiegel , G.A. , Bayne , C.D. , Donde , Y. , Tarmashiro , G.S. and Hilberath , L.A. 1996 . The oxidation of aldehydes to methyl esters uisng trichloroisocyanuric acid . Synth. Commun. , 26 : 2633 – 2639 .
  • Unpublished results by Katherine A. Alvarado and Klaas Schildknegt, The oxidation of primary alcohols with trichloroisocyanuric acid

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