2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one

Base Information

• Chemical Name: 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one
• CAS No.: 32203-17-1
• Molecular Formula: C₁₇H₁₃BN₂O
• Molecular Weight: 272.114
• Mol file: 32203-17-1.mol

Synonyms:2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one

Chemical Property of 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one

There total 2 articles about 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one 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: 89.0%

1-Naphthylboronic acid (13922-41-3) + anthranilic acid amide (28144-70-9,88-68-6) → 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one (32203-17-1)

Guidance literature:

In toluene; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/ol200764g

Reference yield:

anthranilic acid amide (28144-70-9,88-68-6) → 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one (32203-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorobenzene / 1.5 h / 250 °C / Microwave irradiation; Sealed tube

2: potassium acetate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 18 h / 60 °C / Schlenk technique; Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos; In 1,4-dioxane; chlorobenzene; 2: |Miyaura Borylation Reaction;

DOI:10.1039/c8cc05645e

Reference yield: 30.0%

Dimethylphenylsilane (766-77-8) + 2,3-dihydro-2-(naphthalen-1-yl)benzo[d][1,3,2]diazaborinin-4(1H)-one (32203-17-1) → 2-[2-(dimethylphenylsilyl)naphthalen-1-yl]-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one (1296939-37-1)

Guidance literature:

With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); norbornene; In toluene; at 135 ℃; for 51h; Inert atmosphere;

DOI:10.1021/ol200764g

upstream raw materials:

1-Naphthylboronic acid

anthranilic acid amide

Downstream raw materials:

2-[2-(dimethylphenylsilyl)naphthalen-1-yl]-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one