9-phenyl-2-(pyridin-2-yl)-9H-carbazole

Base Information

• Chemical Name: 9-phenyl-2-(pyridin-2-yl)-9H-carbazole
• CAS No.: 1313900-36-5
• Molecular Formula: C₂₃H₁₆N₂
• Molecular Weight: 320.393
• Mol file: 1313900-36-5.mol

Synonyms:9-phenyl-2-(pyridin-2-yl)-9H-carbazole

Chemical Property of 9-phenyl-2-(pyridin-2-yl)-9H-carbazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-phenyl-2-(pyridin-2-yl)-9H-carbazole

There total 4 articles about 9-phenyl-2-(pyridin-2-yl)-9H-carbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

9-(phenyl)-2-bromo-9H-carbazole (94994-62-4) + 2-tri-n-butylstannylpyridine (17997-47-6) → 9-phenyl-2-(pyridin-2-yl)-9H-carbazole (1313900-36-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 110 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c1jm13794h

Reference yield:

phenylboronic acid (98-80-6) → 9-phenyl-2-(pyridin-2-yl)-9H-carbazole (1313900-36-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; toluene / 5.5 h / 90 °C / Inert atmosphere

2: triethyl phosphite / 10 h / Reflux; Inert atmosphere

3: copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide / para-xylene / 48 h / 140 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 48 h / 110 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; sodium carbonate; potassium hydroxide; triethyl phosphite; In para-xylene; water; toluene; 1: Suzuki-Miyaura coupling / 3: Ullmann condensation / 4: Stille coupling;

DOI:10.1039/c1jm13794h

Reference yield:

1,4-dibromo-2-nitrobenzene (3460-18-2) → 9-phenyl-2-(pyridin-2-yl)-9H-carbazole (1313900-36-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; toluene / 5.5 h / 90 °C / Inert atmosphere

2: triethyl phosphite / 10 h / Reflux; Inert atmosphere

3: copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide / para-xylene / 48 h / 140 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 48 h / 110 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; sodium carbonate; potassium hydroxide; triethyl phosphite; In para-xylene; water; toluene; 1: Suzuki-Miyaura coupling / 3: Ullmann condensation / 4: Stille coupling;

DOI:10.1039/c1jm13794h

upstream raw materials:

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

2-tri-n-butylstannylpyridine

1,4-dibromo-2-nitrobenzene

4-bromo-2-nitro-1-phenylbenzene

Refernces

• 1、 Kwon, Jae Kwan,Cho, Joong Hyun,Ryu, Young-Sil,Oh, Se Hwan,Yum, Eul Kgun. "N-Arylation of carbazole by microwave-assisted ligand-free catalytic CuI reaction". experimental part. p. 4820 - 4825. Retrieved 2011/07/31.