2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1073339-17-9
• Molecular Formula: C₁₂H₁₅BF₂O₂
• Molecular Weight: 240.058
• Mol file: 1073339-17-9.mol

Synonyms:

Chemical Property of 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

2,3-Difluorophenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 10 articles about 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 77.0%

3-chloro-1,2-difluorobenzene (36556-47-5) + bis(pinacol)diborane (73183-34-3) → 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073339-17-9)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 105 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.202004648

Reference yield: 65.0%

1,2,3-trifluorobenzene (1489-53-8) + bis(pinacol)diborane (73183-34-3) → 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073339-17-9)

Guidance literature:

With bis(1,3-dimesityl-1H-imidazol-2(3H)-ylidene)nickel⁽⁰⁾; C₃₂H₄₁O₆P₂Rh; cesium fluoride; In 1,3,5-trimethyl-benzene; at 25 ℃; for 6h; regioselective reaction; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.8b09790

Reference yield: 63.0%

C12H14BBrF2O2 (1073339-12-4) → 2-(2,3-difluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1073339-17-9)

Guidance literature:

With potassium fluoride; palladium diacetate; In tetrahydrofuran; water; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol5028738

upstream raw materials:

1-bromo-3,4-difluorobenzene

bis(pinacol)diborane

C₁₂H₁₄BBrF₂O₂

ortho-difluorobenzene

Refernces

• 1、 Gonzalez, Miguel I.,Bloch, Eric D.,Mason, Jarad A.,Teat, Simon J.,Long, Jeffrey R.. "Single-crystal-to-single-crystal metalation of a metal-organic framework: A route toward structurally well-defined catalysts". . p. 2995 - 3005. Retrieved 2015.
• 2、 More, Kunal N.,Hong, Victor S.,Lee, Ahyeon,Park, Jongsung,Kim, Shin,Lee, Jinho. "Discovery and evaluation of 3,5-disubstituted indole derivatives as Pim kinase inhibitors". . p. 2513 - 2517. Retrieved 2018.
• 3、 Budiman, Yudha P.,Lorenzen, Sabine,Liu, Zhiqiang,Radius, Udo,Marder, Todd B.. "Base-Free Pd-Catalyzed C?Cl Borylation of Fluorinated Aryl Chlorides". supporting information. p. 3869 - 3874. Retrieved 2021/02/03.