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100124-06-9 Usage

Description

Dibenzofuran-4-boronic acid (DBFBA) is a boronic acid that has been used as a cross-coupling agent in the Suzuki coupling reaction. It has been shown to have low efficiency, but advances in this area have been made through the use of methanol extraction and photophysical properties. DBFBA is often coupled with imidazole derivatives to form anti-inflammatory compounds. The bond cleavage and hydrogen bonding properties of DBFBA make it a good target for drug synthesis.

Chemical Properties

off-white to beige powder

Check Digit Verification of cas no

The CAS Registry Mumber 100124-06-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,1,2 and 4 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 100124-06:
(8*1)+(7*0)+(6*0)+(5*1)+(4*2)+(3*4)+(2*0)+(1*6)=39
39 % 10 = 9
So 100124-06-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BF2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H

100124-06-9 Well-known Company Product Price

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  • Alfa Aesar

  • (L19830)  Dibenzofuran-4-boronic acid, 98+%   

  • 100124-06-9

  • 1g

  • 281.0CNY

  • Detail
  • Alfa Aesar

  • (L19830)  Dibenzofuran-4-boronic acid, 98+%   

  • 100124-06-9

  • 5g

  • 891.0CNY

  • Detail
  • Aldrich

  • (499951)  4-(Dibenzofuranyl)boronicacid  ≥95.0%

  • 100124-06-9

  • 499951-5G

  • 903.24CNY

  • Detail

100124-06-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dibenzofuran-4-Boronic Acid

1.2 Other means of identification

Product number -
Other names Dibenzofuran-4-boronic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100124-06-9 SDS

100124-06-9Synthetic route

4-bromodibenzofuran
89827-45-2

4-bromodibenzofuran

Triisopropyl borate
5419-55-6

Triisopropyl borate

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃; for 8h;
94%
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran at 20℃; for 8h;
dibenzofuran
132-64-9

dibenzofuran

Trimethyl borate
121-43-7

Trimethyl borate

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane; acetone at -60 - 20℃; for 5h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane; acetone at -45 - 20℃; for 15h; Inert atmosphere;
Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane; acetone at 10 - 20℃; for 4h; Inert atmosphere;
93.8%
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 12.5h;
Stage #3: water With hydrogenchloride In tetrahydrofuran; hexane at 0℃;
69.3%
dibenzofuran
132-64-9

dibenzofuran

bis(diisopropylamino)chloroborane
28049-80-1

bis(diisopropylamino)chloroborane

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux;
Stage #2: bis(diisopropylamino)chloroborane In hexane at 0℃; Inert atmosphere;
Stage #3: water With hydrogenchloride at 10℃; pH=2 - 3;
88%
dibenzofuran
132-64-9

dibenzofuran

bromobis(dimethylamino)borane
6990-27-8

bromobis(dimethylamino)borane

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux;
Stage #2: bromobis(dimethylamino)borane In hexane at -10℃; for 3h; Inert atmosphere;
Stage #3: water With hydrogenchloride at -10 - 10℃; pH=2 - 3;
82%
4-bromodibenzofuran
89827-45-2

4-bromodibenzofuran

Trimethyl borate
121-43-7

Trimethyl borate

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water at 20℃; for 3h;
80%
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -78℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.5h;
73%
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at -78℃; for 12h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran for 0.5h;
73%
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran at 20℃;
70%
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran for 2h; Cooling with acetone-dry ice;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 0℃; for 1h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 8h;
dibenzofuran
132-64-9

dibenzofuran

chloro-bis(dimethylamino)borane
6562-41-0

chloro-bis(dimethylamino)borane

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane for 2h; Inert atmosphere; Reflux;
Stage #2: chloro-bis(dimethylamino)borane In hexane at -10℃; Inert atmosphere;
Stage #3: water With hydrogenchloride at 10℃; pH=2 - 3;
77%
dibenzofuran
132-64-9

dibenzofuran

Trimethyl borate
121-43-7

Trimethyl borate

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
48.5%
dibenzofuran
132-64-9

dibenzofuran

Triisopropyl borate
5419-55-6

Triisopropyl borate

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: dibenzofuran With n-butyllithium In tetrahydrofuran; hexane at -68 - -20℃; for 1h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -68 - 20℃; for 5h;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water; ethyl acetate
dibenzofuran
132-64-9

dibenzofuran

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 6 h / -78 - 0 °C / Inert atmosphere
1.2: 10 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran / 2 h / Cooling with acetone-dry ice
2.2: 1 h / -78 - 0 °C
2.3: 8 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -40 - 20 °C / Inert atmosphere
1.2: 2.5 h / -78 - 20 °C
2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere
2.2: -78 °C
2.3: 0.5 h
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -40 - 20 °C / Inert atmosphere
1.2: 2.5 h / -78 - 20 °C
2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere
2.2: 12 h / -78 °C
2.3: 0.5 h
View Scheme
Triisopropyl borate
5419-55-6

Triisopropyl borate

C17H16O3Zn

C17H16O3Zn

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;
4-bromodibenzofuran
89827-45-2

4-bromodibenzofuran

Triisopropyl borate
5419-55-6

Triisopropyl borate

water
7732-18-5

water

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Stage #1: 4-bromodibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran at -78 - 20℃; for 0.5h;
Stage #3: water With hydrogenchloride In tetrahydrofuran
1-bromo-2-fluoro-3 iodobenzene

1-bromo-2-fluoro-3 iodobenzene

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate; tetrabutyl-ammonium chloride / water; toluene; ethanol / 12 h / 78 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 3.33 h / 20 °C / Inert atmosphere
3.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
4.1: n-butyllithium / tetrahydrofuran / 1 h
4.2: 20 °C
View Scheme
2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate; tetrabutyl-ammonium chloride / water; toluene; ethanol / 12 h / 78 °C / Inert atmosphere
2.1: boron tribromide / dichloromethane / 3.33 h / 20 °C / Inert atmosphere
3.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
4.1: n-butyllithium / tetrahydrofuran / 1 h
4.2: 20 °C
View Scheme
C13H10BrFO

C13H10BrFO

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: boron tribromide / dichloromethane / 3.33 h / 20 °C / Inert atmosphere
2.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
3.1: n-butyllithium / tetrahydrofuran / 1 h
3.2: 20 °C
View Scheme
C12H8BrFO

C12H8BrFO

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / 1-methyl-pyrrolidin-2-one / 3 h / Reflux
2.1: n-butyllithium / tetrahydrofuran / 1 h
2.2: 20 °C
View Scheme
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

para-bromotoluene
106-38-7

para-bromotoluene

4-(4-methylphenyl)dibenzofuran

4-(4-methylphenyl)dibenzofuran

Conditions
ConditionsYield
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;100%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

3,5-Dichloroaniline
626-43-7

3,5-Dichloroaniline

Glyoxilic acid
298-12-4

Glyoxilic acid

(dibenzofuran-4-yl)-(3,5-dichlorophenylamino)acetic acid
745013-41-6

(dibenzofuran-4-yl)-(3,5-dichlorophenylamino)acetic acid

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

4-(2-nitrophenyl)dibenzo[b,d]furan
1246308-80-4

4-(2-nitrophenyl)dibenzo[b,d]furan

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene for 12h; Reflux;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene for 24h; Reflux;99.7%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 3h; Reflux;98%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

2-(carboxymethyl)-4-iodobenzoic acid
1354742-59-8

2-(carboxymethyl)-4-iodobenzoic acid

2-(carboxymethyl)-4-(dibenzo[b,d]furan-4-yl)benzoic acid
1354742-90-7

2-(carboxymethyl)-4-(dibenzo[b,d]furan-4-yl)benzoic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water at 150℃; for 0.5h; Suzuki coupling; Inert atmosphere; Microwave irradiation;100%
2-Chloro-3-nitropyridine
5470-18-8

2-Chloro-3-nitropyridine

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

2-(dibenzo[b,d]furan-4-yl)-3-nitropyridine

2-(dibenzo[b,d]furan-4-yl)-3-nitropyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene Inert atmosphere; Reflux;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 6h; Inert atmosphere; Reflux;84%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 6h; Suzuki Coupling; Reflux; Inert atmosphere;84%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

4-(4'-nitrophenyl)dibenzofuran

4-(4'-nitrophenyl)dibenzofuran

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl acetamide at 80℃; for 3.5h; Suzuki-Miyaura Coupling; Inert atmosphere; chemoselective reaction;100%
benzoimidazole
51-17-2

benzoimidazole

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

1-(dibenzo[b,d]furan-4-yl)-1H-benzo[d]imidazole

1-(dibenzo[b,d]furan-4-yl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With copper(I) oxide In methanol at 20℃;98%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

C10H9IO3
1236563-13-5

C10H9IO3

5-(dibenzo[b,d]furan-4-yl)-2,2-dimethyl-4H-benzo[d][1,3]-dioxin-4-one
1456799-04-4

5-(dibenzo[b,d]furan-4-yl)-2,2-dimethyl-4H-benzo[d][1,3]-dioxin-4-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,2-dimethoxyethane; water at 110℃; for 0.0666667h; Suzuki Coupling; Inert atmosphere; Microwave irradiation;98%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

2-bromoaniline
615-36-1

2-bromoaniline

2-(dibenzo[b,d]furan-4-yl)aniline
1559070-70-0

2-(dibenzo[b,d]furan-4-yl)aniline

Conditions
ConditionsYield
Stage #1: 4-dibenzofurylboronic acid; 2-bromoaniline With potassium carbonate In 1,2-dimethoxyethane; water at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: With dichlorobis(tri-O-tolylphosphine)palladium In 1,2-dimethoxyethane; water at 80℃; for 12h; Inert atmosphere; Schlenk technique;
98%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 120℃; for 3h;88%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 5h; Reflux;65%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

4-(4'-nitrophenyl)dibenzofuran

4-(4'-nitrophenyl)dibenzofuran

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 80℃; for 1h; Suzuki-Miyaura coupling reaction;97%
With sodium phosphate dodecahydrate; palladium 10% on activated carbon In water; isopropyl alcohol at 80℃; for 1h; hetero-Suzuki-Miyaura cross-coupling; Inert atmosphere;97%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

2-chloro-5-bromonitrobenzene
41513-04-6

2-chloro-5-bromonitrobenzene

C18H10ClNO3

C18H10ClNO3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 120℃; for 2h;97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 90℃; for 24h; Inert atmosphere;65.49%
3-bromo-9-phenyl-9H-carbazole
1153-85-1

3-bromo-9-phenyl-9H-carbazole

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

3-(dibenzofuran-4-yl)-9-phenyl-9H-carbazole

3-(dibenzofuran-4-yl)-9-phenyl-9H-carbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 16h; Suzuki Coupling; Reflux;97%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 16h; Suzuki Coupling; Reflux;97%
In ethanol; water; toluene
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

3-bromo-N-phenyl-6-phenylcarbazole
1160294-85-8

3-bromo-N-phenyl-6-phenylcarbazole

3-dibenzofuran-4-yl-6,9-diphenyl-9H-carbazole

3-dibenzofuran-4-yl-6,9-diphenyl-9H-carbazole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 16h; Suzuki Coupling; Reflux;97%
bromochlorobenzene
106-39-8

bromochlorobenzene

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

4-(4-chlorophenyl)dibenzo[b,d]furan

4-(4-chlorophenyl)dibenzo[b,d]furan

Conditions
ConditionsYield
With potassium carbonate In water; toluene at 90℃; for 2h; Suzuki-Miyaura Coupling; chemoselective reaction;97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 80℃; for 15h; Inert atmosphere;80%
benzoic acid phenyl ester
93-99-2

benzoic acid phenyl ester

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

dibenzo[b,d]furan-4-yl(phenyl)methanone
99329-30-3

dibenzo[b,d]furan-4-yl(phenyl)methanone

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; water; potassium carbonate In tetrahydrofuran at 23℃; for 18h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;97%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-3-yl trifluoromethanesulfonate

(6aR,10aR)-1-hydroxy-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-3-yl trifluoromethanesulfonate

(6aR,10aR)-3-(dibenzo[b,d]furan-4-yl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol

(6aR,10aR)-3-(dibenzo[b,d]furan-4-yl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; tricyclohexylphosphine In tetrahydrofuran; water; toluene at 80℃; Suzuki-Miyaura Coupling; Schlenk technique;97%
[3-(bromo-phenyl)-thiazol-4-yl]-methanol
885280-57-9

[3-(bromo-phenyl)-thiazol-4-yl]-methanol

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

[2-(3-dibenzofuran-4-yl-phenyl)-thiazol-4-yl]methanol
1012315-89-7

[2-(3-dibenzofuran-4-yl-phenyl)-thiazol-4-yl]methanol

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 90℃; for 8h;96%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

1-bromo-4-(trimethylsilyl)benzene
6999-03-7

1-bromo-4-(trimethylsilyl)benzene

(4-dibenzofuran-4-yl-phenyl)-trimethyl-silane
796072-24-7

(4-dibenzofuran-4-yl-phenyl)-trimethyl-silane

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 4h;96%
Stage #1: 4-dibenzofurylboronic acid; 1-bromo-4-(trimethylsilyl)benzene With potassium carbonate In ethanol; water; toluene for 0.0833333h;
Stage #2: tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 4h;
96%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 4h;96%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

para-bromoacetophenone
99-90-1

para-bromoacetophenone

1-[4-(dibenzo[b,d]furan-4-yl)phenyl]ethanone
756484-37-4

1-[4-(dibenzo[b,d]furan-4-yl)phenyl]ethanone

Conditions
ConditionsYield
With sodium phosphate; palladium on activated charcoal In water; isopropyl alcohol at 80℃; for 1h; Suzuki-Miyaura coupling reaction;96%
With sodium phosphate dodecahydrate; palladium 10% on activated carbon In water; isopropyl alcohol at 80℃; for 1h; hetero-Suzuki-Miyaura cross-coupling; Inert atmosphere;96%
With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh3)Cl2]; potassium carbonate In water at 70℃; for 3h; Catalytic behavior; Suzuki-Miyaura Coupling;88%
With disodium[(N,N’-bis(2-hydroxy-5-sulfonatobenzyl)-1,2-diphenyl-1,2-diaminoethano)palladate(II)]; caesium carbonate In water at 80℃; for 1h; Suzuki-Miyaura Coupling;
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

3-bromo-5,5-dimethlycyclohex-2-en-1-one
13271-49-3

3-bromo-5,5-dimethlycyclohex-2-en-1-one

3-dibenzofuran-4-yl-5,5-dimethyl-cyclohex-2-enone
1056882-10-0

3-dibenzofuran-4-yl-5,5-dimethyl-cyclohex-2-enone

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 110℃; for 0.0833333h; Suzuki coupling; Microwave irradiation;96%
96%
4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-hydroxydibenzofuran
19261-06-4

4-hydroxydibenzofuran

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;96%

100124-06-9Relevant articles and documents

Deep blue organic light-emitting devices enabled by bipolar phenanthro[9,10-d]imidazole derivatives

Chen, Shuo,Wu, Yukun,Zhao, Yi,Fang, Daining

, p. 72009 - 72018 (2015)

Two blue fluorescent phenanthroimidazole derivatives (PhImFD and PhImTD) with a D-π-A structure are synthesized by attaching a hole-transporting dibenzofuran or dibenzothiophene and an electron-transporting phenanthroimidazole moiety and characterized. The nonplanar twisted structures reduce molecular aggregation, which endows both of the compounds with good thermal properties, and film-forming abilities as well as high quantum yields in CH2Cl2 and in the solid state. Non-doped organic light emitting diodes (OLEDs) are fabricated by employing the compounds PhImFD and PhImTD as emitters and exhibited promising performances. The devices show a deep blue emission with Commission Internationale de l'Eclairage (CIE) coordinates of (0.15, 0.11) for PhImFD and (0.15, 0.10) for PhImTD. PhImFD and PhImTD, with the desired bipolar-dominant characteristics, render devices with a low driving voltage of 3.6 V. The energy levels of the materials were found to be related to the donor units in the compounds with different substituents. Device B, using PhImTD as the emitting layer (EML), with well fitting energy levels and increased electron transport ability, possesses favorable efficiencies of 1.34 cd m-2 for CE, 0.82 lm W-1 for PE and 1.63% for EQE. PhImFD and PhImTD are utilized as blue emitters and the host for a yellow emitter, PO-01, to fabricate white organic light-emitting diodes (WOLEDs) that give a forward-viewing maximum CE of 8.12 cd m-2 and CIE coordinates of (0.339, 0.330). The results demonstrated not only that the phenanthroimidazole unit is an excellent building block to construct deep blue emission materials, but also that chemical structure modification by the introduction of a suitable electron-donor substituent could influence the performance of devices.

Aromatic compound and organoelectroluminescent device comprising the compound

-

Paragraph 0740-0746, (2021/08/31)

The present invention relates to an aromatic compound and an organic electroluminescent device including the same. The aromatic compound is represented by chemical formula 1, and the organic electroluminescent device is excellent in driving voltage, luminous efficiency and lifetime characteristics.

Synthesis method of dibenzofuran/thiophene-4-boric acid

-

Paragraph 0017, (2019/03/28)

The invention discloses a synthesis method of dibenzofuran/thiophene-4-boric acid, and belongs to the field of heterocyclic boric acid synthesis in organic chemistry. The synthesis method comprises the following steps: adding dibenzofuran or dibenzothioph

Fused cyclic compound and organoelectroluminescent device comprising the compound

-

Paragraph 0105; 0124-0130, (2019/08/30)

PURPOSE: A condensed cyclic compound is provided to drive an organic electroluminescent device at low voltage and to improve brightness and economic efficiency. CONSTITUTION: A condensed cyclic compound is denoted by chemical formula 1. An organic electroluminescence device comprises an anode, a cathode, and a layer containing the condensed cyclic compounds, placed between the anode and the cathode. A light emitting layer between the anode and the cathode contains the condensed cyclic compounds. The organic electroluminescent device further comprises one or more layers selected among a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

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