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11,12-Dihydro-11-phenylindolo[2,3-a]carbazole, also known as dihydrophenylindole, is a chemical compound belonging to the class of indole alkaloids. It is an important intermediate in the synthesis of bioactive molecules and is utilized in chemical research and pharmaceutical development. Known for its potential anti-cancer properties, 11,12-Dihydro-11-phenylindolo[2,3-a]carbazole has been studied for its ability to inhibit the growth of tumor cells. It is a dark brown solid at room temperature and is soluble in common organic solvents. Its chemical structure, featuring a fused carbazole ring with a phenyl group, endows it with unique properties and potential applications across various fields.

1024598-06-8

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1024598-06-8 Usage

Uses

Used in Pharmaceutical Development:
11,12-Dihydro-11-phenylindolo[2,3-a]carbazole is used as an intermediate in the synthesis of bioactive molecules for pharmaceutical development. Its unique chemical structure allows for the creation of new compounds with potential therapeutic effects.
Used in Chemical Research:
In the field of chemical research, 11,12-Dihydro-11-phenylindolo[2,3-a]carbazole serves as a valuable compound for studying the properties and reactions of indole alkaloids. Its unique structure provides insights into the behavior of similar compounds and contributes to the advancement of chemical knowledge.
Used in Anticancer Applications:
11,12-Dihydro-11-phenylindolo[2,3-a]carbazole is used as a potential anti-cancer agent due to its ability to inhibit the growth of tumor cells. Its potential applications in oncology research and drug development are significant, as it may contribute to the discovery of new cancer treatments.
Used in Drug Synthesis:
As an important intermediate, 11,12-Dihydro-11-phenylindolo[2,3-a]carbazole is used in the synthesis of various drugs. Its unique chemical properties make it a valuable component in the development of new pharmaceuticals with diverse therapeutic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1024598-06-8 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,2,4,5,9 and 8 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1024598-06:
(9*1)+(8*0)+(7*2)+(6*4)+(5*5)+(4*9)+(3*8)+(2*0)+(1*6)=138
138 % 10 = 8
So 1024598-06-8 is a valid CAS Registry Number.

1024598-06-8SDS

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 11-Phenyl-11,12-dihydroindolo[2,3-a]carbazole

1.2 Other means of identification

Product number -
Other names N-(2-Indanyl)aniline

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:1024598-06-8 SDS

1024598-06-8Synthetic route

bromobenzene
108-86-1

bromobenzene

11,12-dihydroindolo[2,3-a]carbazole
60511-85-5

11,12-dihydroindolo[2,3-a]carbazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In o-xylene at 160℃; for 48h;83%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene; toluene for 24h; Inert atmosphere; Reflux;75%
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 17h; Inert atmosphere;73%
9-phenyl-9H-carbazol-1-amine
855180-11-9

9-phenyl-9H-carbazol-1-amine

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Stage #1: 9-phenyl-9H-carbazol-1-amine With hydrogen bromide; dihydrogen peroxide In water; acetonitrile at -20℃;
Stage #2: (2-bromophenyl)boronic acid With palladium diacetate; caesium carbonate; (RP,RP)-1,2-bis[(o-anisyl)(phenyl)phosphino]ethane In 1-methyl-pyrrolidin-2-one at 20℃; Inert atmosphere; Reflux;
78.4%
2-(2-nitrophenyl)-9-phenyl-9H-carbazole
1361125-94-1

2-(2-nitrophenyl)-9-phenyl-9H-carbazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
With triphenylphosphine In 1,2-dichloro-benzene at 180℃; for 12h; Inert atmosphere;71.5%
With triphenylphosphine In 1,2-dichloro-benzene at 180℃; for 24h; Inert atmosphere;55%
iodobenzene
591-50-4

iodobenzene

11,12-dihydroindolo[2,3-a]carbazole
60511-85-5

11,12-dihydroindolo[2,3-a]carbazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 3h; Inert atmosphere; Reflux;65%
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene for 12h; Reflux; Inert atmosphere;64%
With 18-crown-6 ether; copper In 1,2-dichloro-benzene for 12h; Reflux; Inert atmosphere;64%
bromobenzene
108-86-1

bromobenzene

tri-tert-butyl phosphine
13716-12-6

tri-tert-butyl phosphine

11,12-dihydroindolo[2,3-a]carbazole
60511-85-5

11,12-dihydroindolo[2,3-a]carbazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0) In water; toluene55%
iodobenzene
591-50-4

iodobenzene

indolo[2,3-a]carbazole
222-19-5

indolo[2,3-a]carbazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane for 24h; Inert atmosphere; Reflux;51%
phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4.08 h / 20 - 65 °C / Inert atmosphere
1.2: 15 h / 100 °C
2.1: potassium carbonate; copper(l) iodide; quinoline / 72 h / 190 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4 h / 60 °C / Inert atmosphere
1.2: 12 h / 100 °C
2.1: copper; 18-crown-6 ether / 1,2-dichloro-benzene / 12 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4 h / 60 °C
1.2: 100 °C
2.1: copper; potassium carbonate; 18-crown-6 ether / 1,2-dichloro-benzene / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4 h / 60 °C / Inert atmosphere
1.2: 12 h / 100 °C
2.1: potassium carbonate; copper; 18-crown-6 ether / 1,2-dichloro-benzene / 12 h / Reflux; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: ethanol / 0.5 h
1.2: 10 h / 65 °C
2.1: copper; 18-crown-6 ether; potassium carbonate / 1,2-dichloro-benzene / 48 h / 180 °C
View Scheme
cyclohexane-1,2-dione
765-87-7

cyclohexane-1,2-dione

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4.08 h / 20 - 65 °C / Inert atmosphere
1.2: 15 h / 100 °C
2.1: potassium carbonate; copper(l) iodide; quinoline / 72 h / 190 °C / Inert atmosphere
View Scheme
phenyl hydrazine hydrochloride

phenyl hydrazine hydrochloride

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sulfuric acid / ethanol / 4 h / 60 °C / Inert atmosphere
1.2: 12 h / 100 °C / Inert atmosphere
2.1: potassium carbonate; copper; 18-crown-6 ether / 1,2-dichloro-benzene / 12 h / Reflux; Inert atmosphere
View Scheme
(9‐phenyl‐9H‐carbazol‐2‐yl)boronic acid
1001911-63-2

(9‐phenyl‐9H‐carbazol‐2‐yl)boronic acid

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water; ethanol / 24 h / 120 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 12 h / 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 12 h / 100 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 24 h / 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 12 h / 100 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 24 h / 180 °C / Inert atmosphere
View Scheme
2-nitrophenyl bromide
577-19-5

2-nitrophenyl bromide

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water; ethanol / 24 h / 120 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 12 h / 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 12 h / 100 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 24 h / 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 12 h / 100 °C / Inert atmosphere
2: triphenylphosphine / 1,2-dichloro-benzene / 24 h / 180 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); calcium carbonate / 1,4-dioxane / 12 h / Reflux
2: triphenylphosphine / 1,2-dichloro-benzene / 8 h / 180 °C / Inert atmosphere
3: caesium carbonate; palladium diacetate; tri-tert-butyl phosphine / toluene / 20 °C / Inert atmosphere; Reflux
View Scheme
2-(2-nitrophenyl)-9-phenyl-9H-carbazole
1361125-94-1

2-(2-nitrophenyl)-9-phenyl-9H-carbazole

A

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

B

5-phenyl-5,11-dihydro-indolo[3,2-b]carbazole
1316311-27-9

5-phenyl-5,11-dihydro-indolo[3,2-b]carbazole

Conditions
ConditionsYield
With triphenylphosphine In 1,2-dichloro-benzene at 180℃; for 24h; Inert atmosphere; Overall yield = 63 %;
benzene-1,4-diboronic acid bispinacol ester
99770-93-1

benzene-1,4-diboronic acid bispinacol ester

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); calcium carbonate / 1,4-dioxane / 12 h / Reflux
2: triphenylphosphine / 1,2-dichloro-benzene / 8 h / 180 °C / Inert atmosphere
3: caesium carbonate; palladium diacetate; tri-tert-butyl phosphine / toluene / 20 °C / Inert atmosphere; Reflux
View Scheme
2,2''-dinitro-p-terphenyl
34673-74-0

2,2''-dinitro-p-terphenyl

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine / 1,2-dichloro-benzene / 8 h / 180 °C / Inert atmosphere
2: caesium carbonate; palladium diacetate; tri-tert-butyl phosphine / toluene / 20 °C / Inert atmosphere; Reflux
View Scheme
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2,4‐bis({[1,1'‐biphenyl]‐4‐yl})‐6‐chloro‐1,3,5‐triazine

2,4‐bis({[1,1'‐biphenyl]‐4‐yl})‐6‐chloro‐1,3,5‐triazine

C51H33N5

C51H33N5

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil for 6h; Inert atmosphere;90%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;81%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-chloro-4-(4-chlorophenyl)-6-phenyl-1,3,5-triazine
30894-93-0

2-chloro-4-(4-chlorophenyl)-6-phenyl-1,3,5-triazine

C39H24ClN5

C39H24ClN5

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In toluene for 3h; Reflux;88%
iodobenzene
591-50-4

iodobenzene

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

11,12-diphenyl-11,12-dihydro-indolo[2,3-a]carbazole

11,12-diphenyl-11,12-dihydro-indolo[2,3-a]carbazole

Conditions
ConditionsYield
With 3,5-ditertbutyl salicylic acid; copper; potassium carbonate for 48h; Reflux; Inert atmosphere;87%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-bromo-5-phenyl-1,3-oxazole
92629-11-3

2-bromo-5-phenyl-1,3-oxazole

2-phenyl-5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)oxazole

2-phenyl-5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)oxazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In o-xylene at 160℃; for 48h;86%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-bromobenzo[d]benzo[4,5]imidazo[2,1-b]thiazole
1611489-35-0

2-bromobenzo[d]benzo[4,5]imidazo[2,1-b]thiazole

C37H22N4S

C37H22N4S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;85%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

C30H19BrN2

C30H19BrN2

Conditions
ConditionsYield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 3h; Reflux; Inert atmosphere;85%
With copper(l) iodide; potassium carbonate; rac-diaminocyclohexane In 5,5-dimethyl-1,3-cyclohexadiene Reflux;
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C28H21Br

C28H21Br

C52H36N2

C52H36N2

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 105℃; for 24h; Inert atmosphere;84.7%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

3'-bromospiro[fluorene-9,9'-xanthene]

3'-bromospiro[fluorene-9,9'-xanthene]

C49H30N2O

C49H30N2O

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 105℃; for 24h; Inert atmosphere;84.7%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2'-bromo-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene]

2'-bromo-10,10-dimethyl-10H-spiro[anthracene-9,9'-fluorene]

C52H36N2

C52H36N2

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 105℃; for 24h; Inert atmosphere;84.7%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-chloro-5-fluoro-1-bromo-3-(2-phenylpropan-2-yl)benzene

2-chloro-5-fluoro-1-bromo-3-(2-phenylpropan-2-yl)benzene

C39H28BrClN2

C39H28BrClN2

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 120℃;84%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C58H33ClN2

C58H33ClN2

C82H48N4

C82H48N4

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;82.1%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

3-bromo-5-chloro-1,1’-biphenyl
126866-35-1

3-bromo-5-chloro-1,1’-biphenyl

C36H23ClN2

C36H23ClN2

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In toluene for 6h; Reflux;81%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C16H8F3NO3S2

C16H8F3NO3S2

C39H23N3S

C39H23N3S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 130℃; for 3h;80%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C21H11BrN2S

C21H11BrN2S

C45H26N4S

C45H26N4S

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane for 24h; Reflux;80%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

3-bromobenzo[d]benzo[4,5]imidazolo[2,1-b]thiazole

3-bromobenzo[d]benzo[4,5]imidazolo[2,1-b]thiazole

C37H22N4S

C37H22N4S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;80%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

3-bromobenzo[4’,5’]imidazo[2’,1’:2,3]thiazolo[5,4-b]pyridine
1465269-57-1

3-bromobenzo[4’,5’]imidazo[2’,1’:2,3]thiazolo[5,4-b]pyridine

C36H21N5S

C36H21N5S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene for 12h; Inert atmosphere; Reflux;80%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-(4-bromobenzenyl)-4,6-diphenyl-1,3,5-triazine
23449-08-3

2-(4-bromobenzenyl)-4,6-diphenyl-1,3,5-triazine

11-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-12-phenyl-11,12-dihydroindolo[2,3-a]carbazole

11-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-12-phenyl-11,12-dihydroindolo[2,3-a]carbazole

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 80℃; for 24h; Inert atmosphere;80%
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 110℃; for 5h; Buchwald-Hartwig Coupling; Inert atmosphere;50%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

3-bromobiphenyl
2113-57-7

3-bromobiphenyl

C36H24N2

C36H24N2

Conditions
ConditionsYield
With 1-dodecylbenzene; 3,5-ditertbutyl salicylic acid; copper; potassium carbonate for 18h; Inert atmosphere; Reflux;80%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C33H20ClN3O

C33H20ClN3O

C57H35N5O

C57H35N5O

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Reflux;80%
5-bromo-2-phenyl-1,3-thiazole
53715-67-6

5-bromo-2-phenyl-1,3-thiazole

11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-phenyl-5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)thiazole

2-phenyl-5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)thiazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In o-xylene at 160℃; for 48h;79%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

2-chloro-4,6-diphenyl-1,3,5-triazine
3842-55-5

2-chloro-4,6-diphenyl-1,3,5-triazine

11-(4,6-diphenyl-1,3,5-triazin-2-yl)-12-phenyl-11,12-dihydroindolo[2,3-a]carbazole
1024598-01-3

11-(4,6-diphenyl-1,3,5-triazin-2-yl)-12-phenyl-11,12-dihydroindolo[2,3-a]carbazole

Conditions
ConditionsYield
Stage #1: 11-phenyl-11,12-dihydroindolo[2,3-a]carbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-chloro-4,6-diphenyl-1,3,5-triazine In N,N-dimethyl-formamide at 60℃; for 12h;
78%
Stage #1: 11-phenyl-11,12-dihydroindolo[2,3-a]carbazole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-chloro-4,6-diphenyl-1,3,5-triazine In N,N-dimethyl-formamide at 60℃; for 12h;
78%
Stage #1: 11-phenyl-11,12-dihydroindolo[2,3-a]carbazole With sodium hydride In N,N-dimethyl-formamide for 1.16667h;
Stage #2: 2-chloro-4,6-diphenyl-1,3,5-triazine In N,N-dimethyl-formamide for 4h;
54.6%
Stage #1: 11-phenyl-11,12-dihydroindolo[2,3-a]carbazole With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 0.5h;
Stage #2: 2-chloro-4,6-diphenyl-1,3,5-triazine In N,N-dimethyl-formamide; paraffin oil at 20℃; for 7h;
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine
89972-76-9

4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine

C45H29N5

C45H29N5

Conditions
ConditionsYield
With copper(l) iodide; 18-crown-6 ether; potassium carbonate at 175℃; for 36h; Inert atmosphere;78%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

C30H16F3N5O3S

C30H16F3N5O3S

C53H31N7

C53H31N7

Conditions
ConditionsYield
With 1,10-Phenanthroline; potassium carbonate; copper(I) bromide In toluene at 110 - 120℃; for 7h; Inert atmosphere;76.2%
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
1024598-06-8

11,12-dihydro-11-phenylindolo[2,3-a]carbazole

5-bromo-2,4-di(pyridin-2-yl)thiazole

5-bromo-2,4-di(pyridin-2-yl)thiazole

5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)-2,4-di(pyridine-2-yl)thiazole

5-(12-phenylindolo[2,3-a]carbazole-11(12H)-yl)-2,4-di(pyridine-2-yl)thiazole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In o-xylene at 160℃; for 48h;76%

1024598-06-8Relevant academic research and scientific papers

To improve the efficiency of thermally activated delayed fluorescence OLEDs by controlling the horizontal orientation through optimizing stereoscopic and linear structures of indolocarbazole isomers

Xiang, Songpo,Lv, Xialei,Sun, Shuaiqiang,Zhang, Qing,Huang, Zhi,Guo, Runda,Gu, Honggang,Liu, Shiyuan,Wang, Lei

, p. 5812 - 5820 (2018)

Molecular structures play a critical role in forming the horizontal orientation of the emission transition dipole of light-emitting TADF materials which can improve the light outcoupling efficiency of OLEDs. Here, two TADF emitters of IndCzpTr-1 and IndCzpTr-2 based indolocarbazole derivatives with stereoscopic and linear structures were designed and synthesized. With a smaller ΔEST, better thermal stability and preferential horizontal orientation with an orientation order parameter S of -0.264, a green TADF OLED device based on IndCzpTr-2 realized a maximum EQE of 30.0% and maximum current efficiency (CE) of 82.6 cd A-1 without using any optical outcoupling technology; meanwhile, a sky-blue TADF OLED with a maximum EQE of 14.5% and a maximum CE of 28.1 cd A-1 was obtained for IndCzpTr-1 with a homologous device structure.

ORGANIC COMPOUNDS AND ORGANIC ELECTRO LUMINESCENCE DEVICE COMPRISING THE SAME

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Paragraph 0137; 0145-0150, (2021/07/13)

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. The compound according to the present invention is used in an organic layer, preferably a light emitting layer of an organic electroluminescent device, thereby improving light emitting efficiency, driving voltage, lifespan, and the like of the organic electroluminescent device.

Organic compound as well as electronic element and device using same

-

Paragraph 0028; 0235-0236; 0258, (2021/05/19)

The invention relates to the technical field of organic materials, and provides an organic compound as well as an electronic element and an electronic device using the same. The structure of the organic compound is composed of a chemical formula I and a chemical formula II. When the organic compound is used for a light-emitting layer of an organic electroluminescencedevice, the efficiency of the device can be effectively improved, and the service life of the organic electroluminescence device is prolonged.

Novel hetero-cyclic compound and organic light emitting device comprising the same

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Paragraph 0183-0186, (2021/06/01)

The present invention provides a novel heterocyclic compound and an organic light emitting device using the same.

Nitrogen-containing compound and electronic component comprising nitrogen-containing compound and electronic device

-

Paragraph 0205-0208, (2021/06/26)

The invention provides a nitrogen-containing compound and an electronic component comprising nitrogen-containing compound and an electronic device, and belongs to the technical field of organic electroluminescence. The nitrogen-containing compound has a polycyclic conjugation characteristic, a condensed indolocarbazole parent structure, high bond energy between atoms and good thermal stability, is beneficial to solid-state accumulation between molecules, and shows long service life as a luminescent layer material in an organic electroluminescent device. The structure is formed by connecting a benzoxazole or benzothiazole group and a nitrogen-containing group (triazine, pyridine and pyrimidine) through a mother nucleus structure of a fused aromatic ring; the combination enables the partial structure to have high dipole moment, so that the polarity of the material is improved. When the nitrogen-containing compound is used as a luminescent layer material of an organic electroluminescent device, the electronic transmission performance of the device is effectively improved, the luminous efficiency of the device is improved, and the service life of the device is prolonged.

Organic compound, electronic component using same, and electronic device

-

Paragraph 0180-0182, (2021/12/07)

The application relates to an organic compound and an electronic element and an electronic device using the same, wherein the compound is fixedly connected 4 - phenanthryl in the indole carbazole parent nucleus compound, and the compound achieves a high first triplet energy level. The transport and recombination of carriers can be ensured and the exciton energy is efficiently transferred to the guest material. When the compound is used for the light emitting layer host material of the device, the device has excellent luminous efficiency. On the other hand, the compound has good exciton resistance, and the service life of the device can be prolonged.

NOVEL COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

-

Paragraph 0231-0234, (2021/06/22)

The present invention provides a novel compound and an organic light emitting device using the same.

ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE

-

Paragraph 0345-0348, (2021/04/20)

The invention provides an organic photoelectric device and a display device. An organic optoelectronic device and a display device including the same are disclosed. The organic photoelectric device includes an anode and a cathode opposite to each other, a light emitting layer between the anode and the cathode, a hole transport layer between the anode and the light emitting layer, and a hole transport auxiliary layer between the light emitting layer and the hole transport layer, wherein the light emitting layer includes a composition including a first compound represented by Chemical Formula 1and a second compound represented by Chemical Formula 2, and the hole transport auxiliary layer includes a third compound represented by Chemical Formula 3. Detailed description of Chemical Formulae 1to 3 is the same as described in the specification.

Deuterated organic compounds for organic light-emitting diode and organic light-emitting diode including the same

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Paragraph 0882; 0888-0892, (2020/12/15)

The present invention relates to an organic electroluminescent compound represented by chemical formula A and an organic light emitting device comprising the same. Substituents Y, Ar2 , L3 , K, p and x are as defined in the description of the invention. [Chemical A] (by machine translation)

Compound taking spirofluorene anthrone as core, preparation method and applications thereof

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Paragraph 0089; 0091-0092; 0095; 0109; 0111, (2020/03/09)

The invention relates to a compound taking spirofluorene anthrone as a core, a preparation method and applications thereof, wherein the structure of the compound is formed by linking spirofluorene anthrone to a five-membered ring fused ring structure, and the whole molecule is a large rigid structure and has a high triplet state energy level (T1). According to the invention, the compound is high in structural stereoscopicity, large in steric hindrance and not easy to rotate, so the chemical stability of the material is improved, and the compound has high glass transition temperature and high molecular thermal stability; the HOMO distribution position and the LUMO distribution position of the compound are separated from each other, so that the compound has appropriate HOMO and LUMO energy levels; and with the application of the compound in an OLED device, the light emitting efficiency and the service life of the device can be effectively improved.

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