837392-62-8 (1-甲基吲哚-5-硼酸频哪醇酯,1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole)

_67%

反应条件：

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ; 48 h, 80 °C

参考文献：

Synthesis of Unnatural Arundines Using a Magnetically Reusable Copper Ferrite Catalyst

Ha, Pha T.; et al, Synlett, 2018, 29(15), 2031-2034

合成路线：1 步

_63%

反应条件：

1.1 Reagents: Potassium methoxide Catalysts: (T-4)-Dichlorobis[1,3-dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylide… Solvents: tert-Butyl methyl ether ; 8 h, 50 °C

参考文献：

Efficient Synthesis of Aryl Boronates via Cobalt-Catalyzed Borylation of Aryl Chlorides and Bromides

Verma, Piyush Kumar; et al, ACS Catalysis, 2018, 8(5), 4049-4054

合成路线：1 步

192182-55-1

76-09-5

_80%

反应条件：

1.1 Solvents: Tetrahydrofuran ; 12 h, rt

参考文献：

Iron-catalysed enantioselective Suzuki-Miyaura coupling of racemic alkyl bromides

Iwamoto, Takahiro; et al, Chemical Communications (Cambridge, 2019, 55(8), 1128-1131

合成路线：1 步

192182-55-1

76-09-5

_75%

反应条件：

1.1 Solvents: Diethyl ether ; overnight, rt

参考文献：

Palladium-catalyzed allylic cross-coupling reactions of primary and secondary homoallylic electrophiles

Stokes, Benjamin J.; et al, Journal of the American Chemical Society, 2012, 134(28), 11408-11411

合成路线：1 步

934570-43-1

_80%

反应条件：

1.1 Reagents: Oxygen Catalysts: Cobalt salophen complex , Ruthenium(2+), tris(1,10-phenanthroline-5,6-dione-κN1,κN10)-, (OC-6-11)-, hexafl… Solvents: Methanol ; 6 h, 65 °C

参考文献：

Replacement of Stoichiometric DDQ with a Low Potential o-Quinone Catalyst Enabling Aerobic Dehydrogenation of Tertiary Indolines in Pharmaceutical Intermediates

Li, Bao; et al, Organic Letters, 2019, 21(4), 1176-1181

合成路线：1 步

185990-03-8

_78%

反应条件：

1.1 Reagents: Potassium methoxide Solvents: 1,2-Dimethoxyethane ; 10 min, 30 °C
1.2 1 h, 30 °C; 30 °C → 0 °C
1.3 Reagents: Tetrabutylammonium fluoride ; 3 h, 0 °C

参考文献：

Formal Nucleophilic Boryl Substitution of Organic Halides with Silylborane/Alkoxy Base System

Yamamoto, Eiji; et al, Topics in Catalysis, 2014, 57(10-13), 940-945

合成路线：1 步

185990-03-8

_78%

反应条件：

1.1 Reagents: Potassium methoxide Solvents: 1,2-Dimethoxyethane ; 10 min, 30 °C
1.2 30 °C; 1 h, 30 °C

参考文献：

Anomalous Reactivity of Silylborane: Transition-Metal-Free Boryl Substitution of Aryl, Alkenyl, and Alkyl Halides with Silylborane/Alkoxy Base Systems

Yamamoto, Eiji; et al, Journal of the American Chemical Society, 2012, 134(49), 19997-20000

合成路线：1 步

25015-63-8

_78%

反应条件：

1.1 Catalysts: Palladium diacetate , 2-(Dicyclohexylphosphino)biphenyl Solvents: 1,4-Dioxane ; rt; 30 min, rt
1.2 Reagents: Triethylamine Solvents: 1,4-Dioxane ; rt; 2 - 8 h, 80 °C

参考文献：

Convenient synthesis of 1H-indol-1-yl boronates via palladium(0)-catalyzed borylation of bromo-1H-indoles with 'pinacolborane'

Stadlwieser, Josef F.; et al, Helvetica Chimica Acta, 2006, 89(5), 936-946

合成路线：1 步

1195-66-0

_72%

反应条件：

1.1 Reagents: Zinc , Lithium chloride Catalysts: Cobalt dibromide ; 15 min, 400 °C; cooled
1.2 Reagents: Chlorotrimethylsilane Catalysts: Trichlorotris(tetrahydrofuran)chromium , 1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Tetrahydrofuran ; 5 min, cooled
1.3 48 h, 60 °C; 60 °C → rt
1.4 Solvents: Ethyl acetate , Water ; rt

参考文献：

The drastic effect of cobalt and chromium catalysts in the borylation of arylzinc reagents

Komeyama, Kimihiro; et al, Chemical Communications (Cambridge, 2016, 52(43), 7009-7012

合成路线：1 步

186129-25-9

_51%

反应条件：

1.1 Reagents: 4-(Dimethylamino)pyridine , Pivalic anhydride Catalysts: Palladium diacetate , 1,4-Bis(diphenylphosphino)butane Solvents: 1,4-Dioxane ; rt; 15 h, 160 °C

参考文献：

Palladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation

Liu, Chengwei; et al, Angewandte Chemie, 2018, 57(51), 16721-16726

合成路线：1 步

112398-75-1

76-09-5

_49%

反应条件：

1.1 Reagents: Triethylamine , N,N-Bis(1-methylethyl)boranamine Catalysts: Palladium diacetate , Potassium iodide , X-Phos Solvents: Ethyl acetate ; 16 h, 50 °C; -5 °C
1.2 Solvents: Methanol ; 1 h, rt
1.3 Solvents: Diethyl ether ; 4 h, rt

参考文献：

Borylation of Unactivated Aryl Chlorides under Mild Conditions by Using Diisopropylaminoborane as a Borylating Reagent

Guerrand, Helene D. S.; et al, Chemistry - A European Journal, 2014, 20(19), 5573-5579

合成路线：1 步

112398-75-1

_38%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: Iron(III) acetylacetonate Solvents: Toluene ; 16 h, 130 °C; 130 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water ; rt

参考文献：

Iron-catalyzed borylation of aryl chlorides in the presence of potassium t-butoxide

Yoshida, Takumi; et al, ACS Catalysis, 2017, 7(5), 3199-3203

合成路线：2 步

10075-50-0

74-88-4