83-54-5 ((2,6-二氯苄基)三苯基氯化膦,4(1H)-Quinolinone,1-methyl-)

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ; 2 - 8 h, 100 °C

参考文献：

Utilization of aromatic denitrocyclization reaction for the synthesis of 3-unsubstituted 1,4-dihydroquinolin-4-one derivatives

Radl, Stanislav; et al, Collection of Czechoslovak Chemical Communications, 2004, 69(4), 822-832

合成路线：1 步

59019-35-1

_90%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Acetonitrile ; 12 h, rt

参考文献：

Aerobic C-C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+

Ji, Xiaochen; et al, European Journal of Organic Chemistry, 2017, 2017(45), 6652-6659

合成路线：1 步

_88%

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; rt; 15 min, 55 °C
1.2 rt; 12 h, rt
1.3 Reagents: Water ; rt

参考文献：

Highly Enantioselective Catalytic Addition of Grignard Reagents to N-Heterocyclic Acceptors

Guo, Yafei; et al, Angewandte Chemie, 2019, 58(37), 12950-12954

合成路线：1 步

_88%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Methanol ; 18 h, rt

参考文献：

Synthesis of Bridged Benzazocines and Benzoxocines by a Titanium-Catalyzed Double-Reductive Umpolung Strategy

Bichovski, Plamen; et al, Chemistry - A European Journal, 2015, 21(6), 2339-2342

合成路线：1 步

_85%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Methanol ; overnight, rt

参考文献：

Direct C-3-alkenylation of quinolones via palladium-catalyzed C-H functionalization

Li, Mingzong; et al, Advanced Synthesis & Catalysis, 2010, 352, 2445-2449

合成路线：1 步

875-30-9

_88%

反应条件：

1.1 Reagents: Potassium hydroxide , Oxygen Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Acetonitrile , Water ; 48 h, rt

参考文献：

Visible Light-Induced Aerobic Oxidation of Indoles: One-Pot Formation of 4-Quinolones at Room Temperature

Ji, Xiaochen; et al, Asian Journal of Organic Chemistry, 2018, 7(4), 711-714

合成路线：2 步

875-30-9

反应条件：

1.1 Reagents: Water , Tripotassium phosphate , Oxygen Catalysts: Tris(2,2′-bipyridyl)ruthenium(II) chloride Solvents: Acetonitrile ; rt
2.1 Reagents: Potassium hydroxide Solvents: Acetonitrile ; 12 h, rt

参考文献：

Aerobic C-C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+

Ji, Xiaochen; et al, European Journal of Organic Chemistry, 2017, 2017(45), 6652-6659

合成路线：1 步

65037-44-7

_87%

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Morpholine , Trimethylphosphine , Bis(1,5-cyclooctadiene)nickel Solvents: Dimethylformamide , Chlorobenzene ; rt; rt → 100 °C; 48 h, 100 °C

参考文献：

Synthesis of 4-quinolones through nickel-catalyzed intramolecular amination on the β-carbon of o-(N-alkylamino)propiophenones

Ueno, Satoshi; et al, Synlett, 2012, 23(11), 1639-1642

合成路线：1 步

611-36-9

_80%

反应条件：

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ; 2 h, rt
1.2 rt → 80 °C; 16 h, 80 °C

参考文献：

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Taylor, Nicholas J.; et al, Journal of the American Chemical Society, 2017, 139(24), 8267-8276

合成路线：1 步

18471-99-3

_77%

参考文献：

Synthesis and some reactions of N-alkyl-4-quinolone-3-carboxylic acids

Markees, D. G.; et al, Helvetica Chimica Acta, 1972, 55(4), 1319-26

合成路线：1 步

4637-24-5

1859-75-2

_70%

反应条件：

1.1 Catalysts: p-Toluenesulfonic acid Solvents: o-Xylene ; 24 h, rt → 130 °C

参考文献：

Novel Synthesis of 1,2-Substituted 4-Quinolones

Bandatmakuru, Sreenivasulareddy; et al, SynOpen, 2018, 2(4), 0285-0292

合成路线：1 步

1338224-05-7

_19%

反应条件：

1.1 Reagents: Phosphorus pentoxide Catalysts: Methanesulfonic acid ; 2 h, 23 °C
1.2 3 h, rt → 110 °C

参考文献：

Discovery of Potent, Orally Bioavailable Phthalazinone Bradykinin B1 Receptor Antagonists

Biswas, Kaustav; et al, Journal of Medicinal Chemistry, 2011, 54(20), 7232-7246

合成路线：1 步

16063-16-4

_4%

反应条件：

1.1 Reagents: Hydrochloric acid

参考文献：

Synthesis via Pummerer intermediates. II. Disproportionation reactions of 3-(methylsulfinyl)chromones and 3-(methylsulfinyl)quinolinones with hydrochloric acid

Connor, David T.; et al, Journal of Heterocyclic Chemistry, 1978, 15(1), 113-14

合成路线：1 步

2525-21-5

_3%

参考文献：

The oxidation of 1-alkyl(aryl)quinolinium chlorides with rabbit liver aldehyde oxidase

Angelino, S. A. G. F.; et al, Journal of Heterocyclic Chemistry, 1984, 21(1), 107-12

合成路线：1 步

1358532-05-4

反应条件：

1.1 Reagents: Silver acetate , Propanoic acid, 2,2-dimethyl-, cesium salt (1:1) Catalysts: Palladium trifluoroacetate Solvents: Pivalic acid ; 30 min, 100 °C

参考文献：

Unraveling innate substrate control in site-selective palladium-catalyzed C-H heterocycle functionalization

Choi, Hwanho; et al, Chemical Science, 2016, 7(6), 3900-3909

合成路线：1 步

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Methanol ; 16 h, rt

参考文献：

Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

Beukeaw, Danupat; et al, Tetrahedron, 2019, 75(39),

合成路线：1 步

参考文献：

Alkylation of quinolines with trialkyl phosphates

Frank, J.; et al, Tetrahedron Letters, 1977, (51), 4545-6

合成路线：2 步

100-61-8

107-12-0

反应条件：

1.1 Reagents: Boron trichloride Solvents: Benzene ; 0 °C
1.2 Reagents: Aluminum chloride ; 0 °C; 0 °C → reflux; reflux
1.3 Reagents: Hydrochloric acid Solvents: Water
1.4 Reagents: Sodium hydroxide ; pH 8, rt
2.1 Reagents: Tripotassium phosphate Catalysts: Morpholine , Trimethylphosphine , Bis(1,5-cyclooctadiene)nickel Solvents: Dimethylformamide , Chlorobenzene ; rt; rt → 100 °C; 48 h, 100 °C

参考文献：

Synthesis of 4-quinolones through nickel-catalyzed intramolecular amination on the β-carbon of o-(N-alkylamino)propiophenones

Ueno, Satoshi; et al, Synlett, 2012, 23(11), 1639-1642

合成路线：2 步

100-61-8

79-10-7

反应条件：

1.1 Solvents: Toluene , Heptane ; 14 h, rt → 40 °C; 40 °C → 80 °C; 2 h, 80 °C; 80 °C → 23 °C
2.1 Reagents: Phosphorus pentoxide Catalysts: Methanesulfonic acid ; 2 h, 23 °C
2.2 3 h, rt → 110 °C

参考文献：

Discovery of Potent, Orally Bioavailable Phthalazinone Bradykinin B1 Receptor Antagonists

Biswas, Kaustav; et al, Journal of Medicinal Chemistry, 2011, 54(20), 7232-7246

合成路线：2 步

551-93-9

107-31-3

反应条件：

1.1 Reagents: Sodium ; 22 h, 40 °C; 40 °C → rt
1.2 Reagents: Water Solvents: Ethanol , Ethyl acetate ; rt
2.1 Reagents: Potassium hydroxide Solvents: Methanol ; 18 h, rt

参考文献：

Synthesis of Bridged Benzazocines and Benzoxocines by a Titanium-Catalyzed Double-Reductive Umpolung Strategy

Bichovski, Plamen; et al, Chemistry - A European Journal, 2015, 21(6), 2339-2342

合成路线：2 步

153813-81-1

反应条件：

1.1 Reagents: Methylamine Solvents: Ethanol , Water ; 10 d, rt
2.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ; 2 - 8 h, 100 °C

参考文献：

Utilization of aromatic denitrocyclization reaction for the synthesis of 3-unsubstituted 1,4-dihydroquinolin-4-one derivatives

Radl, Stanislav; et al, Collection of Czechoslovak Chemical Communications, 2004, 69(4), 822-832

合成路线：2 步

52166-26-4