(E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Base Information

• Chemical Name: (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
• CAS No.: 1147459-31-1
• Molecular Formula: C₁₈H₁₄BBrN₂
• Molecular Weight: 349.038
• Mol file: 1147459-31-1.mol

Synonyms:(E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Chemical Property of (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

There total 2 articles about (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 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: 81.0%

4-bromo-1-ethynylbenzene (766-96-1) + 2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (5656-71-3) → (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1147459-31-1) + C18H14BBrN2

Guidance literature:

With [IrCl(COD)]2; bis[2-(diphenylphosphino)phenyl] ether; In dichloromethane; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1021/ol9003096

Reference yield: 75.0%

4-bromo-1-ethynylbenzene (766-96-1) + 2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (5656-71-3) → (E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1147459-31-1)

Guidance literature:

2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine; With C₃₂H₄₁CuN₂O₂S; In toluene; at 20 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

4-bromo-1-ethynylbenzene; In toluene; at 20 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9ob00839j

Reference yield: 87.0%

(E)-2-(4-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1147459-31-1) + 4-methylphenylboronic acid (5720-05-8) → (E)-2-(2-(4'-methylbiphenyl-4-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (1147459-46-8)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In tetrahydrofuran; at 60 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol9003096

upstream raw materials:

4-bromo-1-ethynylbenzene

2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Downstream raw materials:

2-(4-(2,5-dihexyl-4-((E)-2-(4'-methylbiphenyl-4-yl)vinyl)styryl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

(E)-2-(2-(4'-methylbiphenyl-4-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine