3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

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Chemical Name:3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin
CAS No.:1279129-91-7
Molecular Formula:C₄₀H₄₃BS₂
Molecular Weight:598.724
Hs Code.:

Synonyms:3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

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Chemical Property of 3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

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Technology Process of 3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

There total 10 articles about 3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin 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: 100.0%

: 1279129-88-2
3,7-dibromo-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

: 54663-78-4
tributyl(thien-2-yl)stannane

: 1279129-91-7
3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jo2001726

Reference yield:

: 1279129-87-1
3,7-dibromo-5,5-dimethyldibenzo[b,f]stannepin

: 1279129-91-7
3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

Guidance literature:: Multi-step reaction with 3 steps

1: boron tribromide / hexane; toluene / 1 h / -78 - 20 °C / Inert atmosphere

2: hexane; toluene / 18 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 18 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; In hexane; N,N-dimethyl-formamide; toluene; 3: Stille coupling;
DOI:10.1021/jo2001726

Reference yield:

: 885681-96-9
4-bromo-1-(bromomethyl)-2-iodobenzene

: 1279129-91-7
3,7-di(thiophen-2-yl)-5-(2,4,6-tri-tert-butylphenyl)dibenzo[b,f]borepin

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 20 °C / Inert atmosphere

1.2: 18 h / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 24 h / 0 - 20 °C

3.1: n-butyllithium / hexane; diethyl ether / 0.17 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 °C

3.3: 18 h / 20 °C

4.1: boron tribromide / toluene; hexane / 1 h / -78 - 20 °C / Inert atmosphere

4.2: 18 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / Inert atmosphere

5.2: 18 h / 80 °C

With n-butyllithium; potassium tert-butylate; boron tribromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; 5.1: Stille Coupling;