Benzo[b]thiophene, 3-(phenylethynyl)-

Base Information

• Chemical Name: Benzo[b]thiophene, 3-(phenylethynyl)-
• CAS No.: 117637-76-0
• Molecular Formula: C16H10S
• Molecular Weight: 234.321
• Mol file: 117637-76-0.mol

Synonyms:

Chemical Property of Benzo[b]thiophene, 3-(phenylethynyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzo[b]thiophene, 3-(phenylethynyl)-

There total 2 articles about Benzo[b]thiophene, 3-(phenylethynyl)- 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: 97.0%

3-Bromothianaphthene (7342-82-7) + phenylacetylene (536-74-3) → 3-(phenylethynyl)benzo[b]thiophene (117637-76-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; at 80 ℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/d1gc02311j

Reference yield: 96.0%

3-iodobenzo[b]thiophene (36748-88-6) + phenylacetylene (536-74-3) → 3-(phenylethynyl)benzo[b]thiophene (117637-76-0)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield: 52.0%

carbon monoxide (201230-82-2) + 3-(phenylethynyl)benzo[b]thiophene (117637-76-0) → 3-(benzo[b]thiophen-3-yl)-4-phenylpyrrolidine-2,5-dione

Guidance literature:

With triiron dodecarbonyl; ammonia; In tetrahydrofuran; at 120 ℃; for 20h; under 15001.5 Torr; Autoclave;

DOI:10.1002/chem.201000369

upstream raw materials:

3-iodobenzo[b]thiophene

phenylacetylene

3-Bromothianaphthene

Downstream raw materials:

2-(butylselenyl)-3-(phenylethynyl)benzo[b]thiophene

Refernces

• 1、 Jakobi, Markus,Gallou, Fabrice,Sparr, Christof,Parmentier, Michael. "A General Protocol for Robust Sonogashira Reactions in Micellar Medium". . . Retrieved 2019/03/13.
• 2、 Prateeptongkum, Saisuree,Driller, Katrin Marie,Jackstell, Ralf,Spannenberg, Anke,Beller, Matthias. "Efficient synthesis of biologically interesting 3,4-diaryl-substituted succinimides and maleimides: Application of iron-catalyzed carbonylations". supporting information; experimental part. p. 9606 - 9615. Retrieved 2010/10/18.