Production Method 1

76-09-5

168267-99-0

903895-56-7

Reaction Conditions

1.1 Solvents: Diethyl ether ;  rt; 5 min, rt
1.2 Reagents: Sulfuric acid magnesium salt (1:1) ;  rt; overnight, rt

Reference

A modular approach to catalytic synthesis using a dual-functional linker for Click and Suzuki coupling reactions

White, James R.; et al, Tetrahedron Letters, 2010, 51(30), 3913-3917

Production Method 2

39998-81-7

73183-34-3

903895-56-7

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ;  48 h

Reference

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

Production Method 3

51436-99-8

903895-56-7

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ;  10 min, -78 °C; heated; 1.5 h, -78 °C
1.2 Reagents: Triisopropyl borate ;  10 min, -78 °C; 1.5 h, -78 °C
2.1 Solvents: Diethyl ether ;  rt; 5 min, rt
2.2 Reagents: Sulfuric acid magnesium salt (1:1) ;  rt; overnight, rt

Reference

A modular approach to catalytic synthesis using a dual-functional linker for Click and Suzuki coupling reactions

White, James R.; et al, Tetrahedron Letters, 2010, 51(30), 3913-3917

Production Method 4

74-95-3

73183-34-3

903895-56-7

Reaction Conditions

1.1 Reagents: Lithium tert-butoxide Catalysts: Cuprous iodide Solvents: Dimethylformamide ;  24 h, 40 °C
2.1 Reagents: Sodium tert-butoxide Solvents: Toluene ,  Tetrahydrofuran ;  6 h, 80 °C

Reference

Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

Lee, Yeosan; et al, Journal of the American Chemical Society, 2017, 139(2), 976-984

Production Method 5

76-09-5

1646842-23-0

1646842-24-1

903895-56-7

1001200-60-7

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 14 h, 20 °C

Reference

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

Production Method 6

73183-34-3

903895-56-7

1192548-08-5

1001200-60-7

Reaction Conditions

1.1 Catalysts: 2071741-36-9 Solvents: Tetrahydrofuran ;  24 h, 80 °C

Reference

C(sp2)-H Borylation of fluorinated arenes using an air-stable cobalt precatalyst: electronically enhanced site selectivity enables synthetic opportunities

Obligacion, Jennifer V.; et al, Journal of the American Chemical Society, 2017, 139(7), 2825-2832

Production Method 7

39998-81-7

78782-17-9

903895-56-7

Reaction Conditions

1.1 Reagents: Sodium tert-butoxide Solvents: Toluene ,  Tetrahydrofuran ;  6 h, 80 °C

Reference

Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation

Lee, Yeosan; et al, Journal of the American Chemical Society, 2017, 139(2), 976-984

Production Method 8

73183-34-3

903895-56-7

Reaction Conditions

1.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ;  48 h

Reference

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

Production Method 9

762-04-9

452-78-8

903895-56-7

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: Carbon tetrachloride ;  0 °C → rt; overnight, rt
2.1 Reagents: Cesium carbonate Catalysts: Phenothiazine Solvents: Acetonitrile ;  48 h

Reference

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds

Jin, Shengfei; et al, Journal of the American Chemical Society, 2020, 142(3), 1603-1613

Production Method 10

76-09-5

903895-56-7

1001200-60-7

Reaction Conditions

1.1 Reagents: Aluminum chloride ,  (T-4)-Trichloro(N,N,4-trimethylbenzenamine)boron Solvents: DMSO-d6 ;  1 h, 100 °C; 100 °C → rt
1.2 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 14 h, 20 °C

Reference

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

Production Method 11

903895-56-7

1001200-60-7

Reaction Conditions

1.1 Reagents: Aluminum chloride ,  Pyridinium, 1-(dichloroboryl)-2,6-dimethyl-, (T-4)-tetrachloroaluminate(1-) (1:1… Solvents: DMSO-d6 ;  1 h, 140 °C
2.1 Reagents: Triethylamine Solvents: Dichloromethane ;  0 °C; 14 h, 20 °C

Reference

Regioselective electrophilic borylation of haloarenes

Del Grosso, Alessandro; et al, Chemical Communications (Cambridge, 2015, 51(14), 2878-2881

Production Method 12

73183-34-3

903895-56-7

1192548-08-5

1001200-60-7

Reaction Conditions

1.1 Catalysts: Sodium triethylborohydride ,  2094503-97-4 Solvents: Tetrahydrofuran ;  2 min, rt
1.2 Reagents: Cyclohexene ;  24 h, 100 °C

Reference

Cobalt-Catalyzed Regioselective Borylation of Arenes: N-Heterocyclic Silylene as an Electron Donor in the Metal-Mediated Activation of C-H Bonds

Ren, Hailong; et al, Chemistry - A European Journal, 2017, 23(24), 5663-5667

3-Fluoro-4-methylphenylboronic acid, pinacol ester Raw materials

• 2,3-Dimethylbutane-2,3-diol
• 2-Fluoro-4-iodotoluene
• Bis[(pinacolato)boryl]methane
• 3-Fluoro-4-methylphenylboronic acid
• Dibromomethane
• Diethyl Phosphite
• 3-Fluoro-4-methylphenol
• Borane, dichloro(3-fluoro-4-methylphenyl)-
• Borane, dichloro(4-fluoro-3-methylphenyl)-
• Bis(pinacolato)diborane
• 4-Bromo-2-fluorotoluene

3-Fluoro-4-methylphenylboronic acid, pinacol ester Preparation Products

• 2-(2-Fluoro-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1192548-08-5)
• 4-Fluoro-3-methylphenylboronic Acid Pinacol Ester (1001200-60-7)
• 3-Fluoro-4-methylphenylboronic acid, pinacol ester (903895-56-7)

• 1. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 2. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084
• 3. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 4. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 5. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161

• 503176-50-9(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde)
• 1001200-60-7(4-Fluoro-3-methylphenylboronic Acid Pinacol Ester)
• 269410-15-3(2-Fluoro-4-biphenylboronic acid, pinacol ester)
• 870238-67-8(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile)
• 1082066-29-2(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylmethanol)
• 1352733-99-3((2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol)
• 1003298-73-4(2,6-difluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile)
• 1116681-97-0(2,5-Difluoro-4-methylphenylboronic Acid Pinacol Ester)
• 775351-57-0(3-Cyano-4-fluorophenylboronic acid, pinacol ester)
• 1150271-74-1(2-[4-(bromomethyl)-3-fluorophenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)