2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide

Base Information

• Chemical Name: 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide
• CAS No.: 951791-24-5
• Molecular Formula: C₂₈H₁₄I₂O₂S
• Molecular Weight: 668.293
• Mol file: 951791-24-5.mol

Synonyms:2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide

Chemical Property of 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide

There total 5 articles about 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide 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: 75.0%

2,8-diethynyl-dibenzothiophene 5,5-dioxide (951791-09-6) + para-diiodobenzene (624-38-4,1032416-46-8) → 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide (951791-24-5)

Guidance literature:

With copper(l) iodide; triethylamine; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/jo070607z

Reference yield:

dibenzothiophene (132-65-0) → 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide (951791-24-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / periodic acid; I₂; H₂SO₄ / CH₃COOH / CHCl₃

2: PPh₃; CuI; triethylamine / PdCl₂ / toluene

3: 99 percent / mCPBA / CH₂Cl₂ / 0 °C

4: 99 percent / potassium carbonate; methanol / CH₂Cl₂ / 2 h / 20 °C

5: 75 percent / triphenylphosphine; CuI; triethylamine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 6 h / 20 °C

With methanol; copper(l) iodide; sulfuric acid; iodine; potassium carbonate; periodic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; acetic acid; palladium dichloride; In tetrahydrofuran; dichloromethane; chloroform; toluene; 2: Sonogashira coupling / 5: Sonogashira coupling;

DOI:10.1021/jo070607z

Reference yield:

2,8-diiododibenzo[b,d]thiophene (105404-91-9) → 2,8-bis((4-iodophenyl)ethynyl)dibenzothiophene 5,5-dioxide (951791-24-5)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃; CuI; triethylamine / PdCl₂ / toluene

2: 99 percent / mCPBA / CH₂Cl₂ / 0 °C

3: 99 percent / potassium carbonate; methanol / CH₂Cl₂ / 2 h / 20 °C

4: 75 percent / triphenylphosphine; CuI; triethylamine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 6 h / 20 °C

With methanol; copper(l) iodide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium dichloride; In tetrahydrofuran; dichloromethane; toluene; 1: Sonogashira coupling / 4: Sonogashira coupling;

DOI:10.1021/jo070607z

upstream raw materials:

2,8-diethynyl-dibenzothiophene 5,5-dioxide

para-diiodobenzene

2,8-bis[(trimethylsilyl)ethynyl]dibenzothiophene

dibenzothiophene

Downstream raw materials:

2-(4-{4-[2-(2-butoxy-ethoxy)-ethoxy]-phenylethynyl}-phenylethynyl)-8-(4-iodo-phenylethynyl)-dibenzothiophene 5,5-dioxide