Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 14
234
Views
11
CrossRef citations to date
0
Altmetric
Original Articles

Useful Application of Acidic Ionic Liquids as Solvents in Baeyer–Villiger Oxidation with Hydrogen Peroxide for the Synthesis of Lactones

&
Pages 2385-2391 | Received 25 Oct 2007, Published online: 11 Jul 2008

REFERENCES

  • (a) Krow , G. The Baeyer–Villiger oxidation of ketones and aldehydes . Org. React. 1993 , 43 , 251 – 798 ; (b) Renz , M. ; Meunier , B. 100 years of Baeyer–Villiger oxidations . Eur. J. Org. Chem . 1999 , 737 – 750 .
  • Brink , G. ; Arends , I. ; Sheldon , R. The Baeyer–Villiger reaction: New developments toward greener procedures . Chem. Rev. 2004 , 104 , 4105 – 4124 .
  • Strukul , G. Transition metal catalysis in the Baeyer–Villiger oxidation of ketones . Angew. Chem. Int. Ed. 1998 , 37 , 1198 – 1209 .
  • (a) Welton , T. Room-temperature ionic liquids: Solvents for synthesis and catalysis . Chem. Rev. 1999 , 99 , 2071 – 2084 ; (b) Wasserscheid , P. ; Wilhelm , K. Ionic liquids—New “solutions” for transition metal catalysis . Angew. Chem. Int. Ed . 2000 , 39 , 3772 – 3789 ; (c) Sheldon , R. Catalytic reactions in ionic liquids . Chem. Commun . 2001 , 2399 – 2408 ; (d) Olivier-Bourbigou , H. ; Magna , L. Ionic liquids: Perspectives for organic and catalytic reactions . J. Mol. Catal. A: Chem . 2002 , 182 , 419 – 437 ; (e) Dupont , J. ; de Souza , R. ; Suarez , P. Ionic liquid (molten salt) phase organometallic catalysis . Chem. Rev . 2002 , 102 , 3667 – 3692 ; (f) Earle , M. ; Forestier , A. ; Olivier-Bourbigou , H. ; Wasserscheid , P. Ionic liquids in synthesis ; Wiley-VCH: Weinheim , 2003 ; (g) Binnemans , K. Ionic liquid crystals . Chem. Rev . 2005 , 105 , 4148 – 4204 .
  • Yadav , J. ; Redy , B. ; Basak , A. ; Narasiah , A. Baeyer–Villiger oxidations in ionic liquids: A facile conversion of ketones to esters and lactones . Chem. Lett. 2004 , 33 , 248 – 249 .
  • Bernini , R. ; Coratti , A. ; Fabrizi , G. ; Goggiamani , A. Addendum to “CH3ReO3/H2O2 in room temperature ionic liquids: An homogeneous recyclable catalytic system for the Baeyer–Villiger reaction” . Tetrahedron Lett. 2005 , 46 , 6169 – 6170 .
  • Kalkote , U. ; Panchgalle , S. Sn-β molecular sieve catalysed Baeyer–Villiger oxidation in ionic liquid at room temperature . Green Chem. 2004 , 6 , 308 – 310 .
  • Conte , V. ; Floris , B. ; Galloni , P. ; Mirruzzo , V. ; Scarso , A. ; Sordi , D. ; Strukul , G. The Pt(II)-catalyzed Baeyer–Villiger oxidation of cyclohexanone with H2O2 in ionic liquids . Green Chem. 2005 , 7 , 262 – 266 .
  • Kitajka , S. ; Nobuoka , K. ; Ishikawa , Y. The first utilization of acidic ionic liquid for preparation of tetraarylporphyrins . Chem. Commun. 2004 , 1902 – 1904 .
  • Fraga-Dubreuil , J. ; Bourahla , K. ; Rahmouni , M. ; Bazereau , J. ; Hamelin , J. Catal. Commun . 2002 , 3 , 185 .
  • Wasserscheid , P. ; Sesing , M. ; Korth , W. Hydrogensulfate and tetrakis (hydrogensulfato)borate ionic liquids: Synthesis and catalytic application in highly Br⊘nsted-acidic systems for Friedel–Crafts alkylation . Green Chem. 2002 , 4 , 134 – 139 .
  • Zhu , H. ; Yang , F. ; Tang , J. ; He , M. Br⊘nsted acidic ionic liquid 1-methylimidazolium tetrafluoroborate: A green catalyst and recyclable medium for esterification . Green Chem. 2003 , 5 , 38 – 40 .
  • Zhao , G. ; Jiang , T. ; Gao , H. ; Han , B. ; Huang , J. ; Sun , D. Mannich reaction using acidic ionic liquids as catalysts and solvents . Green Chem. 2004 , 6 , 75 – 78 .
  • Hassall , C. New method of generating triflouroperoxyacetic acid for the Baeyer–Villiger reaction. Org. React. 1957, 9, 73–106.
  • Trost , B. ; Balkovec , J. ; Mao , M. A total synthesis of plumericin, allamcin and allamandin, part 2: A biomimetic strategy . J. Am. Chem. Soc. 1986 , 108 , 4974 – 4983 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.