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CAS No.: | 1024598-06-8 |
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Name: | 11,12-Dihydro-11-phenylindolo[2,3-a]carbazole |
Article Data: | 48 |
Molecular Structure: | |
Formula: | C24H16N2 |
Molecular Weight: | 332.404 |
Synonyms: | 11,12-dihydro-11-phenyl-Indolo[2,3-a]carbazole; Indolo[2,3-a]carbazole, 11,12-dihydro-11-phenyl-; |
Density: | 1.26 |
Boiling Point: | 598.8±32.0 °C(Predicted) |
PSA: | 20.72000 |
LogP: | 6.41820 |
bromobenzene
11,12-dihydroindolo[2,3-a]carbazole
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
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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
(2-bromophenyl)boronic acid
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
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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
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
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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
11,12-dihydroindolo[2,3-a]carbazole
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
---|---|
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
tri-tert-butyl phosphine
11,12-dihydroindolo[2,3-a]carbazole
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In water; toluene | 55% |
iodobenzene
indolo[2,3-a]carbazole
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane for 24h; Inert atmosphere; Reflux; | 51% |
phenylhydrazine hydrochloride
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
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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
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
---|---|
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 |
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
---|---|
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
11,12-dihydro-11-phenylindolo[2,3-a]carbazole
Conditions | Yield |
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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 |