Synthesis of Macrocyclic Compounds Using Oxidative Radical Cyclization
スポンサーリンク
概要
- 論文の詳細を見る
Manganese(III)-based oxidative free-radical macrocyclization was examined. α,α,ω,ω-Tetraaryl-α,ω-alkadienes 1x (x = 6, 8, 12, 16, 18, 28) and oligomethylene bis(3-oxobutanoate)s 2y (y = 6, 10, 12, 16, 20, 26) were allowed to react with manganese(III) acetate in acetic acid at 100 ℃ under an argon atmosphere to give the 20- to 62-membered huge macrocyclic compounds 3xy in good to moderate yields. A similar reaction of alkadienes 45, 72 with bis(3-oxobutanoate)s 57, 81, 82 containing p-phenylene in the alkyl chain also afforded the cyclophane-type macrocyclic compounds 6, 91, 92, 101, 102 in acceptable yields. The mechanism for the formation of the macrodiolides was explained by the production of intramolecular electron donor-acceptor-type complex E between the donor terminal olefin part and the acceptor manganese(III)-enolate moiety.
- 熊本大学の論文
著者
-
Ito Yosuke
Department Of Chemistry Kumamoto University
-
Nishino Hiroshi
Department Of Chemistry Kumamoto University
-
Nishino Hiroshi
Department Of Applied Chemistry The National Defense Academy
-
Nishino Hiroshi
Department Of Applied Chemistry National Defense Academy
-
Itoh Yousuke
Department of chemistry, Kumamoto University
関連論文
- Manganese(III)-Based Oxidative Dual Cyclization of 4,4-Diaryl-3-butenyl-3-oxobutanoates
- Impact of intravenous immunoglobulin infusion on longitudinal left ventricular performance in patients with acute Kawasaki disease of usual course
- PE-066 High Intensity Transient Signals Measured by Transcranial Doppler Study during Transcatheter Closure of Atrial Septal Defect Using Amplatzer Septal Occluder(PE011,Congenital Heart Disease (M),Poster Session (English),The 73rd Annual Scientific Meet
- Guideline of Surgical Management Based on Diffusion of Descending Necrotizing Mediastinitis
- Manganese(III)-Mediated Oxidative Radial Cyclization 2.^ Reaction of 1,1,ω,ω-Tetraarylsubstituted Terminal Alkadienes with Malonamide or Acetoacetamide
- Mn(III)-Based Synthesis of 1,2-Dioxolanes, Reaction Mechanism, and Related Reaction
- Interaction between Dielectric Barrier Discharge and Positive Streamer in Helium Plasma Jet at Atmospheric Pressure
- High Speed Deposition of SiO2 Films with Plasma Jet Based on Capillary Dielectric Barrier Discharge at Atmospheric Pressure
- Behavior of N2+ Ions in He Microplasma Jet at Atmospheric Pressure Measured by Laser Induced Fluorescence Spectroscopy
- Palladium(0)-catalyzed Synthesis of Unsaturated Polyethers from Bifunctional Vinyloxiranes and Bisphenol Analogues
- Formation of 1,2-Dioxolanes Using Mn(III)-Based Reaction of Various Acetylenes with 2,4-Pentanedione and Related Reaction
- Manganese(III)-Based Oxidative Dual Cyclization of Cyclic Triketones with 1,1-Disubstituted Alkenes
- Synthesis of Macrocyclic Compounds Using Oxidative Radical Cyclization
- Synthetic Study of Macrocycles Using Manganese(III)-Based Oxidative Radical Cyclization
- Synthesis of Dibenz[b,f]oxepins via Manganese(III)-Based Oxidative 1,2-Aryl Radical Rearrangement
- Mn(III)-Based Oxidative Cyclization of 1,1-Disubstituted Butadienes with Cyclic 1,3-Dicarbonyl Compounds
- Mn(III)-Based Oxidation of Methoxynaphthalenes with 3-Oxobutanamides
- Manganese(III)-Catalyzed Facile Oxygenation of Some Cyclic 1,3-Dicarbonyl Compounds
- Pressure Effect of Manganese(III)-Based Oxidative Free-Radical Substitution of Aromatic Compounds
- Synthesis of Spiro[furan-2(3H),1'-(1',2',3',4'-tetrahydronaphthalene)] and 3a,4,5,9b-Tetrahydronaphtho[1,2-b]furan Derivatives Using Manganese(III) Acetate
- A child with influenza A (H1N1)-associated myocarditis rescued by extracorporeal membrane oxygenation
- Photoreaction of Spirofurans and Furan-Fused Benzocycloalkanes. Synthesis of Dihydrophenalene Derivatives and Helicene-Type Compounds
- Mn(III)-Based One-Pot Synthesis of Spiro- and Benzocycloalka[1,2-b]furans and Their Acid-Catalyzed Trasformation
- Polycondensation behavior between propargyl carbonates having a bulky ester group and bisphenols in the presence of Pd(O) catalyst : synthesis of exomethylene-containing polyethers
- Spontaneous Conversion of 3-Alkyl-substituted 3-Hydroperoxypyrrolidine-2,4-diones into 5-Alkyl-5-hydroxyoxazolidin-4-ones
- Manganese (III) Acetate-Catalyzed Oxidation of 4-Piperidone-3-carboxylates in the Presence of 1,1-Disubstituted Alkenes
- Reaction of 2-Pentene-1,4-diones with Cyclic 1,3-Dicarbonyl Compounds in the Presence of BF3 and the Related Reaction
- Formation of 1,2-Dioxan-3-ol Derivatives from Manganese(III)-Based Oxidative Reaction Using Diarylethenes, Diketene, and Ethanol
- Reactions of alkenes with iodine(III) tris(trifluoroacetate).
- Reactions of methoxynaphthalenes with active methylene compounds in the presence of manganese(III) acetate.
- Reaction of olefins with .ALPHA.-cyanoacetamide in the presence of manganese (III) acetate.
- The .ALPHA.-chlorination of aryl ketones with manganese(III) acetate in the presence of chloride ion.
- Reactions of 1,1-Disubstituted Alkenes with Acetoacetamides and Molecular Oxygen in the Presence of Manganese(III) Acetate.
- Formation of 1,2-Dioxanes by the Use of Tris(2,4-pentanedionato)-manganese(III) or Manganese(III) Acetate.
- Reaction of .ALPHA.,.BETA.-unsaturated carboxylic acids with manganese(III) acetate in the presence of chloride ion.
- Manganese(III)-Mediated formylation of aromatic compounds in the presence of malonic acid.
- Reactions of .ALPHA.,.BETA.-unsaturated carboxylates, malonates and phenylacetates with manganese(III) acetate in the presence of chloride ions.
- Reaction of secondary aromatic amines with manganese(III) acetate.
- Reactions of aryl ketones and coumarins with iodine(III) tris(trifluoroacetate).