{1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone

Base Information

• Chemical Name: {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone
• CAS No.: 853052-27-4
• Molecular Formula: C₂₄H₁₆ClNO
• Molecular Weight: 369.85
• Mol file: 853052-27-4.mol

Synonyms:{1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone

Chemical Property of {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone

There total 2 articles about {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone 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: 83.0%

phenyl(1-prop-2-ynyl-1H-indol-2-yl)methanone (853052-23-0) + 1-Chloro-4-iodobenzene (637-87-6) → {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone (853052-27-4)

Guidance literature:

With copper(l) iodide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

DOI:10.1021/jo0502246

Reference yield:

2-benzoylindole (1022-86-2) → {1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone (853052-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / tetrabutylammonium bromide; sodium hydroxyde / toluene; H₂O / 5 h / 20 °C

2: 83 percent / potassium carbonate; CuI / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 2 h / 60 °C

With sodium hydroxide; copper(l) iodide; tetrabutylammomium bromide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;

DOI:10.1021/jo0502246

Reference yield: 88.0%

{1-[3-(4-chloro-phenyl)-prop-2-ynyl]-1H-indol-2-yl}-phenyl-methanone (853052-27-4) → 3-(4-chloro-benzyl)-1-phenyl-pyrazino[1,2-a]indole + 3-[1-(4-chloro-phenyl)-(Z)-methylidene]-1-phenyl-3,4-dihydropyrazino[1,2-a]indole

Guidance literature:

With ammonia; titanium tetrachloride; In methanol; at 130 ℃; for 5.21667h; microwave irradiation;

DOI:10.1021/jo0502246

upstream raw materials:

phenyl(1-prop-2-ynyl-1H-indol-2-yl)methanone

1-Chloro-4-iodobenzene

2-benzoylindole