Production Method 1

98-80-6

363-03-1

2887-97-0

844-51-9

Reaction Conditions

1.1 Reagents: Tetrafluoroboric acid Catalysts: 1,2-Bis(diphenylphosphino)benzene ,  Palladium trifluoroacetate Solvents: Tetrahydrofuran ,  Water ;  24 h, rt
1.2 Reagents: Iron chloride (FeCl3) Solvents: Dichloromethane ;  1 h, rt

Reference

Synthesis and evaluation of arylquinones as BACE1 inhibitors, β-amyloid peptide aggregation inhibitors, and destabilizers of preformed β-amyloid fibrils

Ortega, Andrea; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(8), 2183-2187

Production Method 2

98-80-6

2887-97-0

844-51-9

Reaction Conditions

1.1 Reagents: 2,6-Dichloro-1,4-benzoquinone Catalysts: Palladium trifluoroacetate Solvents: Acetone ;  48 h, rt

Reference

Palladium-Catalyzed Direct C-H Functionalization of Benzoquinone

Walker, Sarah E.; et al, Angewandte Chemie, 2014, 53(50), 13876-13879

Production Method 3

1079-21-6

2887-97-0

844-51-9

Reaction Conditions

1.1 Reagents: Dimethyl sulfoxide ,  Pivalic acid ,  Silver carbonate ,  Oxygen Catalysts: Palladium diacetate Solvents: Benzene ;  24 h, 140 °C

Reference

Tandem oxidation-oxidative C-H/C-H cross-coupling: synthesis of arylquinones from hydroquinones

Zhang, Shuai; et al, Chemical Communications (Cambridge, 2013, 49(40), 4558-4560

Production Method 4

53558-55-7

2887-97-0

844-51-9

Reaction Conditions

Reference

Product subclass 8: alkynyl-,aryl-, and alkenyl-substituted benzo-1,4-quinones

Balci, M.; et al, Science of Synthesis, 2006, 28, 131-156

Production Method 5

2887-97-0

844-51-9

Reaction Conditions

Reference

Product subclass 8: alkynyl-,aryl-, and alkenyl-substituted benzo-1,4-quinones

Balci, M.; et al, Science of Synthesis, 2006, 28, 131-156

Production Method 6

2887-97-0

363-03-1

844-51-9

Reaction Conditions

1.1 Reagents: Palladium diacetate Solvents: Acetic acid ,  Benzene

Reference

Oxidative coupling of quinones and aromatic compounds by palladium(II) acetate

Itahara, Toshio, Journal of Organic Chemistry, 1985, 50(26), 5546-50

2,5-Cyclohexadiene-1,4-dione,2,6-diphenyl- Raw materials

• Phenylboronic acid
• 2-Phenylhydroquinone
• Phenylquinone
• Ferrate(1-), tetracarbonylhydro-, sodium (1:1), (TB-5-12)-

2,5-Cyclohexadiene-1,4-dione,2,6-diphenyl- Preparation Products

• Phenylquinone (363-03-1)
• 2,5-Diphenyl-1,4-benzoquinone (844-51-9)
• 2,5-Cyclohexadiene-1,4-dione,2,6-diphenyl- (2887-97-0)

• 1. CCXLVIII.—The direct formation of quinones from 2 : 6-disubstituted derivatives of 4-nitrophenol
  Edward Charles Snell Jones,James Kenner J. Chem. Soc. 1931 1842
• 2. Arylation of quinones with arenes and palladium acetate
  Toshio Itahara J. Chem. Soc. Chem. Commun. 1981 859
• 3. Light-induced and related reactions of quinones. Part VIII. Some (2-hydroxyalkyl)-, phenethyl-, (2-ethoxycarbonylethyl)-, and styryl-1,4-benzoquinones
  J. Malcolm Bruce,David Creed,K. Dawes J. Chem. Soc. C 1971 3749
• 4. Photochemical rearrangement of dibenzo[1,4]dioxins proceeds through reactive spirocyclohexadienone and biphenylquinone intermediates
  Sierra Rayne,Ryan Sasaki,Peter Wan Photochem. Photobiol. Sci. 2005 4 876
• 5. Antioxidative properties of phenyl-substituted phenols. Part I. The mechanism of synergism between 4-alkoxy-2,6-diphenylphenols and ββ′disubstituted diethyl sulphides
  Cornelis R. H. I. de Jonge,Hendrik J. Hageman,Willem G. B. Huysmans,Willem J. Mijs J. Chem. Soc. Perkin Trans. 2 1973 1276

• 363-03-1(Phenylquinone)
• 844-51-9(2,5-Diphenyl-1,4-benzoquinone)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)