83-13-6 (苯基丙二酸二乙酯,Diethyl phenylmalonate)

_100%

反应条件：

1.1 Reagents: Barium hydroxide Catalysts: Disodium tetrachloropalladate Solvents: Dimethylacetamide

参考文献：

Barium hydroxide

Abdel-Magid, Ahmed F., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, 1, 1-6

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Barium hydroxide Catalysts: Disodium tetrachloropalladate Solvents: Dimethylacetamide

参考文献：

α-Arylation of diethyl malonate via enolate with bases in a heterogeneous phase

Aramendia, Maria A.; et al, Tetrahedron Letters, 2002, 43(15), 2847-2849

合成路线：1 步

_98%

反应条件：

1.1 Reagents: Cesium carbonate Catalysts: Cuprous iodide , rel-(1R,2R)-N1,N2-Bis(2-pyridinylmethylene)-1,2-cyclohexanediamine Solvents: Acetonitrile ; 30 h, 70 °C

参考文献：

Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides

Cristau, Henri-Jean; et al, Chemistry - A European Journal, 2004, 10(22), 5607-5622

合成路线：1 步

50790-26-6

_100%

反应条件：

1.1 Reagents: Triethylaluminum Catalysts: Rhodium, trichloro[2,2′-(2,6-pyridinediyl-κN)bis[3,5-dihydro-5-methyl-5-(1-methy… Solvents: Toluene ; 3 h, 20 °C

参考文献：

Rhodium-Catalyzed Deallylation of Allylmalonates and Related Compounds

Tursky, Matyas; et al, Organometallics, 2006, 25(4), 901-907

合成路线：1 步

50790-26-6

_99%

反应条件：

1.1 Reagents: Triethylaluminum Catalysts: Bis(triphenylphosphine) nickel dibromide Solvents: Toluene ; 24 h, 20 °C
1.2 Reagents: Water ; rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

Catalytic Deallylation of Allyl- and Diallylmalonates

Necas, David; et al, Journal of the American Chemical Society, 2004, 126(33), 10222-10223

合成路线：1 步

50790-26-6

_91%

反应条件：

1.1 Reagents: Triethylaluminum Catalysts: Trichloro[2,2′-(2,6-pyridinediyl-κN)bis[3,5-dihydro-5-methyl-5-(1-methylethyl)-3… Solvents: Toluene ; 24 h, 20 °C
1.2 Reagents: Water
1.3 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Fe-Catalyzed reactions of 2-chloro-1,7-dienes and allylmalonates

Necas, David; et al, Tetrahedron Letters, 2007, 48(26), 4539-4541

合成路线：1 步

108-86-1

_99%

反应条件：

1.1 Reagents: Barium hydroxide Catalysts: Disodium tetrachloropalladate Solvents: Dimethylacetamide

参考文献：

Barium hydroxide

Abdel-Magid, Ahmed F., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, 1, 1-6

合成路线：1 步

108-86-1

_91%

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Di-μ-chlorobis(η3-2-propenyl)dipalladium , Tri-tert-butylphosphine Solvents: Toluene

参考文献：

Palladium-Catalyzed Arylation of Malonates and Cyano Esters Using Sterically Hindered Trialkyl- and Ferrocenyldialkylphosphine Ligands

Beare, Neil A.; et al, Journal of Organic Chemistry, 2002, 67(2), 541-555

合成路线：1 步

108-86-1

_89%

反应条件：

1.1 Reagents: Sodium hydride Catalysts: Bis(dibenzylideneacetone)palladium , Bis(1,1-dimethylethyl)(2,2-dimethylpropyl)phosphine Solvents: Toluene ; 24 h, 70 °C

参考文献：

Arylation of diethyl malonate and ethyl cyanoacetate catalyzed by palladium/di-tert-butylneopentylphosphine

Semmes, Jeffrey G.; et al, Tetrahedron Letters, 2015, 56(23), 3447-3450

合成路线：1 步

105-58-8

反应条件：

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; 1 h, -78 °C
1.2 30 min, -78 °C; -78 °C → rt; 14 h, rt
1.3 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Synthesis of a C2-Symmetric Chiral Borinic Acid and Its Application in Catalytic Desymmetrization of 2,2-Disubstituted-1,3-Propanediols

Song, Jian; et al, Journal of the American Chemical Society, 2023, 145(15), 8338-8343

合成路线：1 步

105-58-8

反应条件：

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 0 °C; 30 min, 0 °C
1.2 0 °C; 0 °C → rt; 24 h, rt → reflux; reflux → rt
1.3 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Catalytic enantioselective desymmetrizing functionalization of alkyl radicals via Cu(I)/CPA cooperative catalysis

Cheng, Yong-Feng ; et al, Nature Catalysis, 2020, 3(4), 401-410

合成路线：1 步

108-90-7

_93%

反应条件：

1.1 Reagents: Barium hydroxide Catalysts: Disodium tetrachloropalladate Solvents: Dimethylacetamide

参考文献：

Barium hydroxide

Abdel-Magid, Ahmed F., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2007, 1, 1-6

合成路线：1 步

108-90-7

_85%

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Bis(dibenzylideneacetone)palladium , Bis(1,1-dimethylethyl)tricyclo[3.3.1.13,7]dec-1-ylphosphine Solvents: Toluene

参考文献：

Palladium-Catalyzed Arylation of Malonates and Cyano Esters Using Sterically Hindered Trialkyl- and Ferrocenyldialkylphosphine Ligands

Beare, Neil A.; et al, Journal of Organic Chemistry, 2002, 67(2), 541-555

合成路线：1 步

99666-29-2

16919-18-9

_86%

参考文献：

Nucleophilic aromatic substitution reactions in cyclopentadienyliron complexes of chloroarenes and nitroarenes

Lee, C. C.; et al, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1986, 16(4), 541-52

合成路线：1 步

95-92-1

_85%

反应条件：

1.1 Reagents: Sodium ethoxide , Sodium Solvents: Ethanol

参考文献：

Ethyl phenylmalonate

Levene, P. A.; et al, Organic Syntheses, 1936, 16, 33-4

合成路线：2 步

95-92-1

反应条件：

1.1 Reagents: Sodium ethoxide
2.1 12 h, < 1 atm, 170 - 180 °C

参考文献：

Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains

Malki, Fatiha; et al, Asian Journal of Chemistry, 2011, 23(3), 961-967

合成路线：1 步

154377-07-8

_83%

反应条件：

1.1 Reagents: Dabco Solvents: Toluene ; 8 h, reflux; reflux → rt
1.2 Reagents: Water

参考文献：

Selective Sulfenylative Desulfonylation or Decarbalkoxylation of α-Sulfonyl Malonates with DABCO or Bu3N: Reactivity and Conformational Analysis

Donnici, Claudio L.; et al, Synthetic Communications, 2010, 40(3), 342-350

合成路线：1 步

19213-72-0

_81%

反应条件：

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ; -78 °C; 30 min, -78 °C
1.2 Solvents: Tetrahydrofuran ; -78 °C; 3 h, rt
1.3 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

An efficient method for the preparation of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC)

Behera, Manoranjan; et al, Tetrahedron Letters, 2012, 53(9), 1060-1062

合成路线：1 步

107365-54-8

_80%

反应条件：

1.1 Reagents: Acetic acid , Zinc Solvents: Water

参考文献：

Synthesis of esters of α-halo acids from gem dicyano epoxides

Robert, A.; et al, Tetrahedron, 1986, 42(8), 2275-81

合成路线：1 步

_78%

参考文献：

Transalkylation and transphenylation of quaternary pyridinium salts: conversion of primary amines into bis-homologous acids

Elshafie, Sayed Mahmoud M., Chimia, 1982, 36(9), 343-5

合成路线：1 步

2422-04-0

_77%

反应条件：

1.1 Reagents: Oxygen Solvents: Acetonitrile ; 1 h, rt

参考文献：

A Facially Coordinating Tris-Benzimidazole Ligand for Nonheme Iron Enzyme Models

Gunasekera, Parami S.; et al, European Journal of Inorganic Chemistry, 2021, 2021(7), 654-657

合成路线：1 步

5256-74-6

934-56-5

_76%

反应条件：

1.1 Reagents: Potassium fluoride Catalysts: Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-hydroxydirhodium , X-Phos Solvents: Tetrahydrofuran , Water ; 1 h, 70 °C

参考文献：

RhI-Catalyzed Stille-Type Coupling of Diazoesters with Aryl Trimethylstannanes

Liu, Zhen; et al, Australian Journal of Chemistry, 2015, 68(9), 1379-1384

合成路线：1 步

12082-05-2

_66%

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Dimethyl sulfoxide
1.2 Reagents: Iodine Solvents: Diethyl ether

参考文献：

Aromatic nucleophilic substitution on η6-Cr(CO)3-complexed haloarenes. Arylation of secondary carbanions

Baldoli, Clara; et al, Gazzetta Chimica Italiana, 1988, 118(5), 409-13

合成路线：1 步

5256-74-6

98-80-6

_63%

反应条件：

1.1 Reagents: Tripotassium phosphate Catalysts: Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]dirhodium Solvents: Toluene ; 0.5 h, 80 °C; 10 h, 80 °C

参考文献：

Rhodium Catalyzed Arylation of Diazo Compounds with Aryl Boronic Acids

Ghorai, Jayanta; et al, Journal of Organic Chemistry, 2015, 80(7), 3455-3461

合成路线：1 步

5256-74-6

2996-92-1

_62%

反应条件：

1.1 Reagents: Tetrabutylammonium fluoride Catalysts: Phosphine, tricyclohexyl-, tetrafluoroborate(1-) (1:1) , Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-hydroxydirhodium Solvents: 1,4-Dioxane , Water ; 5 h, 100 °C

参考文献：

Rh(I)-Catalyzed Cross-Coupling of α-Diazoesters with Arylsiloxanes

Xia, Ying; et al, Organic Letters, 2015, 17(4), 956-959

合成路线：1 步

7147-33-3

_61%

反应条件：

1.1 12 h, < 1 atm, 170 - 180 °C

参考文献：

Total synthesis of monocyclic pyrimidinium betaines with fatty alkyl chains

Malki, Fatiha; et al, Asian Journal of Chemistry, 2011, 23(3), 961-967

合成路线：1 步

7147-33-3

反应条件：

1.1 Solvents: Ethanol

参考文献：

Ethyl phenylmalonate

Levene, P. A.; et al, Organic Syntheses, 1936, 16, 33-4

合成路线：1 步

37892-24-3

_30%

反应条件：

1.1 Reagents: Cuprous iodide Solvents: DMSO-d6 ; 24 h, rt

参考文献：

Copper(I) Enolate Complexes in α-Arylation Reactions: Synthesis, Reactivity, and Mechanism

Huang, Zheng; et al, Angewandte Chemie, 2012, 51(4), 1028-1032

合成路线：1 步

_27%

反应条件：

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide
1.2 Solvents: Dimethylformamide
1.3 Reagents: Water

参考文献：

Highly Efficient Arylation of Malonates with Diaryliodonium Salts

Oh, Chang Ho; et al, Journal of Organic Chemistry, 1999, 64(4), 1338-1340

合成路线：1 步

参考文献：

Product subclass 1: hypervalent iodoarenes and aryliodonium salts

Zhdankin, V. V., Science of Synthesis, 2007, 31, 161-233

合成路线：1 步

69836-07-3

71-43-2

_13%