Title:
NITROGEN-CONTAINING REDOX CATALYST
Document Type and Number:
WIPO Patent Application WO/2008/117871
Kind Code:
A1
Abstract:
Disclosed is a redox catalyst containing a compound represented by the formula (I) below or a derivative thereof. (In the formula, X1 and X2 independently represent a hydrogen atom, a halogen atom, an optionally substituted hydroxy group or an optionally substituted hydrocarbon group, or alternatively X1 and X2 may combine together to form an oxo group; Y represents a bond or an oxygen atom; R1 represents a hydrogen atom, a substituted hydroxy group or an optionally substituted hydrocarbon group; R2 and R3 independently represent a hydrogen atom or an optionally substituted hydrocarbon group; m represents an integer of 0-2; and n represents 1 or 2.)
Inventors:
DEMIZU YOSUKE (JP)
ONOMURA OSAMU (JP)
MATSUMURA YOSHIHIRO
ONOMURA OSAMU (JP)
MATSUMURA YOSHIHIRO
Application Number:
PCT/JP2008/056164
Publication Date:
October 02, 2008
Filing Date:
March 28, 2008
Export Citation:
Assignee:
UNIV NAGASAKI (JP)
MATSUMURA MIE (JP)
DEMIZU YOSUKE (JP)
ONOMURA OSAMU (JP)
MATSUMURA MIE (JP)
DEMIZU YOSUKE (JP)
ONOMURA OSAMU (JP)
International Classes:
C07D451/00; C07C27/00; C07C29/56; C07C33/18; C07C33/22; C07C45/29; C07C49/407; C07C49/76; C07C49/78; C07C49/788; C07D451/02; C07D451/04; C07D487/08; C07B61/00
Foreign References:
| JPH1112776A | 1999-01-19 |
Other References:
MENDENHALL G.D. ET AL.: "Reactions of Bicyclic Nitroxides Involving Reduction of the NO Group", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 95, no. 19, 19 September 1973 (1973-09-19), pages 6395 - 6400
NELSEN S.F. ET AL.: "Bredt's Rule Kinetically Stabilized Nitrogen-Centered Radical Cations and Radicals in the 9-Azabicyclo[3.3.1]nonyl System", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 102, no. 2, 16 January 1980 (1980-01-16), pages 702 - 711
KEANAN J.F.W. ET AL.: "Stereospecific Synthesis of Difunctionalized 2,5-Disubstituted cis-2,5-Dimethylpyrrolidine (Azethoxyl)Nitroxides by Oxidative Cleavage of Protected 8-Azabicyclo [3.2.1]octane Precursors", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 13, 28 June 1985 (1985-06-28), pages 2346 - 2351
ARIPOVA S.F. ET AL.: "Convoline - a new alkaloid from Convolvulus krauseanus", KHIMIYA PRIRODNYKH SOEDINENII, no. 6, 1983, pages 749 - 751
ANELLI P.L. ET AL.: "Fast and Selective Oxidation of Primary Alcohols to Aldehydes or to Carboxylic Acids and of Secondary Alcohols to Ketones Mediated by Oxoammonium Salts under Two-Phase Conditions", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 52, no. 12, 12 June 1987 (1987-06-12), pages 2559 - 2562, XP000567759
SHIBUYA M. ET AL.: "2-Azaadamantane N-Oxyl (AZADO) and 1-Me-AZADO: Highly Efficient Organocatalysts for Oxidation of Alcohols", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 128, no. 26, 14 June 2006 (2006-06-14), pages 8412 - 8413, XP007915500, DOI: doi:10.1021/ja0620336
SEMMELHACK M.F. ET AL.: "Nitroxyl-Mediated Electrooxidation of Alcohols to Aldehydes and Ketones", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 105, no. 13, 29 June 1983 (1983-06-29), pages 4492 - 4494, XP001182269
CHOW Y.L. ET AL.: "The transannular electrophilic reaction of alkenyl nitroso compounds and the stereochemistry of nitrosyl chloride addition", CANADIAN JOURNAL OF CHEMISTRY, vol. 57, no. 22, 15 November 1979 (1979-11-15), pages 2923 - 2935
BRODWELL F.G. ET AL.: "Solvent Effects on Homolytic Bond Dissociation Energies of Hydroxylic Acids", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 118, no. 44, 1996, pages 10819 - 10823
MALATESTA V. ET AL.: "Protonated Nitroxide Radicals", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 95, no. 19, 19 September 1973 (1973-09-19), pages 6404 - 6407
NELSEN S.F. ET AL.: "Bredt's Rule Kinetically Stabilized Nitrogen-Centered Radical Cations and Radicals in the 9-Azabicyclo[3.3.1]nonyl System", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 102, no. 2, 16 January 1980 (1980-01-16), pages 702 - 711
KEANAN J.F.W. ET AL.: "Stereospecific Synthesis of Difunctionalized 2,5-Disubstituted cis-2,5-Dimethylpyrrolidine (Azethoxyl)Nitroxides by Oxidative Cleavage of Protected 8-Azabicyclo [3.2.1]octane Precursors", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 13, 28 June 1985 (1985-06-28), pages 2346 - 2351
ARIPOVA S.F. ET AL.: "Convoline - a new alkaloid from Convolvulus krauseanus", KHIMIYA PRIRODNYKH SOEDINENII, no. 6, 1983, pages 749 - 751
ANELLI P.L. ET AL.: "Fast and Selective Oxidation of Primary Alcohols to Aldehydes or to Carboxylic Acids and of Secondary Alcohols to Ketones Mediated by Oxoammonium Salts under Two-Phase Conditions", THE JOURNAL OF ORGANIC CHEMISTRY, vol. 52, no. 12, 12 June 1987 (1987-06-12), pages 2559 - 2562, XP000567759
SHIBUYA M. ET AL.: "2-Azaadamantane N-Oxyl (AZADO) and 1-Me-AZADO: Highly Efficient Organocatalysts for Oxidation of Alcohols", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 128, no. 26, 14 June 2006 (2006-06-14), pages 8412 - 8413, XP007915500, DOI: doi:10.1021/ja0620336
SEMMELHACK M.F. ET AL.: "Nitroxyl-Mediated Electrooxidation of Alcohols to Aldehydes and Ketones", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 105, no. 13, 29 June 1983 (1983-06-29), pages 4492 - 4494, XP001182269
CHOW Y.L. ET AL.: "The transannular electrophilic reaction of alkenyl nitroso compounds and the stereochemistry of nitrosyl chloride addition", CANADIAN JOURNAL OF CHEMISTRY, vol. 57, no. 22, 15 November 1979 (1979-11-15), pages 2923 - 2935
BRODWELL F.G. ET AL.: "Solvent Effects on Homolytic Bond Dissociation Energies of Hydroxylic Acids", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 118, no. 44, 1996, pages 10819 - 10823
MALATESTA V. ET AL.: "Protonated Nitroxide Radicals", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 95, no. 19, 19 September 1973 (1973-09-19), pages 6404 - 6407
Attorney, Agent or Firm:
TAKASHIMA, Hajime (1-1 Fushimimachi 4-chome, Chuo-k, Osaka-shi Osaka 44, JP)
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