Technology Process of 4,8-bis(5-dodecylthien-2-yl)-2,6-bis(4-dodecylphenyl)benzo[1,2-d;4,5-d′]bis(oxazole)
There total 4 articles about 4,8-bis(5-dodecylthien-2-yl)-2,6-bis(4-dodecylphenyl)benzo[1,2-d;4,5-d′]bis(oxazole) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / diethyl ether / Inert atmosphere; Cooling with ice; Reflux
2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 3.5 h / -78 - 20 °C / Inert atmosphere
2.3: 24 h / Inert atmosphere
3.1: ytterbium(III) triflate / tetrahydrofuran; N,N-dimethyl acetamide / 55 °C / Schlenk technique; Inert atmosphere
3.2: 3 h / 55 °C / Schlenk technique; Inert atmosphere
4.1: dichlorobis(tri-O-tolylphosphine)palladium; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 24 h / Inert atmosphere; Reflux
With
tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; dichlorobis(tri-O-tolylphosphine)palladium; N,N,N,N,-tetramethylethylenediamine; ytterbium(III) triflate;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl acetamide; toluene;
1.1: |Kumada Cross-Coupling / 4.1: |Stille Cross Coupling;
DOI:10.1021/jo4007927
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 3.5 h / -78 - 20 °C / Inert atmosphere
1.3: 24 h / Inert atmosphere
2.1: ytterbium(III) triflate / tetrahydrofuran; N,N-dimethyl acetamide / 55 °C / Schlenk technique; Inert atmosphere
2.2: 3 h / 55 °C / Schlenk technique; Inert atmosphere
3.1: dichlorobis(tri-O-tolylphosphine)palladium; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 24 h / Inert atmosphere; Reflux
With
tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; dichlorobis(tri-O-tolylphosphine)palladium; N,N,N,N,-tetramethylethylenediamine; ytterbium(III) triflate;
In
tetrahydrofuran; hexane; N,N-dimethyl acetamide; toluene;
3.1: |Stille Cross Coupling;
DOI:10.1021/jo4007927
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: ytterbium(III) triflate / tetrahydrofuran; N,N-dimethyl acetamide / 55 °C / Schlenk technique; Inert atmosphere
1.2: 3 h / 55 °C / Schlenk technique; Inert atmosphere
2.1: dichlorobis(tri-O-tolylphosphine)palladium; tris-(dibenzylideneacetone)dipalladium(0) / toluene / 24 h / Inert atmosphere; Reflux
With
tris-(dibenzylideneacetone)dipalladium(0); dichlorobis(tri-O-tolylphosphine)palladium; ytterbium(III) triflate;
In
tetrahydrofuran; N,N-dimethyl acetamide; toluene;
2.1: |Stille Cross Coupling;
DOI:10.1021/jo4007927