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

Base Information

Chemical Name:2-([1,1'-biphenyl]-4-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
CAS No.:950511-20-3
Molecular Formula:C₂₂H₁₇BN₂
Molecular Weight:320.201
Hs Code.:

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

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

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

There total 3 articles about 2-([1,1'-biphenyl]-4-yl)-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%

: 591-50-4
iodobenzene

: 950511-16-7
1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

: 950511-20-3
2-([1,1'-biphenyl]-4-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: With sodium hydroxide; bis(tri-tert-butylphosphine)palladium; In 1,4-dioxane; water; at 60 ℃; for 4h;
DOI:10.1021/ol702420x

Reference yield: 70.0%

: 108-86-1,52753-63-6
bromobenzene

: 8-(4-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)phenyl)-4-methyldihydro-4λ⁴,8λ⁴-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborole-2,6(3H,5H)-dione

: 950511-20-3
2-([1,1'-biphenyl]-4-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In tetrahydrofuran; water; at 60 ℃; for 18h; chemoselective reaction;
DOI:10.1039/c5cc00231a

Reference yield:

: 2-(4-bromophenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

: 1214264-88-6
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

: 950511-20-3
2-([1,1'-biphenyl]-4-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos / 1,4-dioxane / 12 h / 60 °C / Schlenk technique; Inert atmosphere

2: palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate / tetrahydrofuran; water / 18 h / 60 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; palladium diacetate; XPhos; In tetrahydrofuran; 1,4-dioxane; water; 1: |Miyaura Borylation Reaction;
DOI:10.1039/c5cc00231a