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

Base Information

Chemical Name:(E)-2-(2-(4'-methylbiphenyl-2-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
CAS No.:1147458-78-3
Molecular Formula:C₂₅H₂₁BN₂
Molecular Weight:360.266
Hs Code.:

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

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

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

There total 3 articles about (E)-2-(2-(4'-methylbiphenyl-2-yl)vinyl)-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: 94.0%

: 106-38-7
para-bromotoluene

: 1245706-94-8
(E)-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 1147458-78-3
(E)-2-(2-(4'-methylbiphenyl-2-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: With aq. NaOH; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In dioxane; H₂O; react. of C24H26B2N2O2 with p-tolyl bromide in presence of Pd complex with aq. NaOH;
DOI:10.1246/cl.2010.558

Reference yield: 83.0%

: 1147459-25-3
(E)-2-(2-bromostyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 5720-05-8
4-methylphenylboronic acid

: 1147458-78-3
(E)-2-(2-(4'-methylbiphenyl-2-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In tetrahydrofuran; at 60 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol9003096

Reference yield:

: 5656-71-3
2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 910242-00-1
4,4,5,5-tetramethyl-2-(2-vinylphenyl)-1,3,2-dioxaborolane

: 1147458-78-3
(E)-2-(2-(4'-methylbiphenyl-2-yl)vinyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: Multi-step reaction with 2 steps

1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate / 1,4-dioxane / 4 h / 60 °C / Inert atmosphere

2: potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 4 h / 60 °C

With potassium phosphate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In 1,4-dioxane; 2: Suzuki-Miyaura coupling;
DOI:10.1246/cl.2010.558