956229-69-9

Usage

Uses

Used in Chemical Synthesis:
2-TERT-BUTOXYCARBONYLPHENYLBORONIC ACID PINACOL ESTER is used as a reagent in the Suzuki reaction, a type of palladium-catalyzed coupling reaction, due to its boronic acid component. This reaction is a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-TERT-BUTOXYCARBONYLPHENYLBORONIC ACID PINACOL ESTER is used as a key intermediate in the synthesis of various drug molecules. Its unique structure and reactivity make it a valuable building block for the development of new therapeutic agents.
Used in Materials Science:
2-TERT-BUTOXYCARBONYLPHENYLBORONIC ACID PINACOL ESTER is also used in the development of new materials with specific properties, such as advanced polymers and composites. Its versatility in chemical reactions allows for the creation of materials with tailored characteristics for various applications.
Due to its specialized nature and potential hazards, 2-TERT-BUTOXYCARBONYLPHENYLBORONIC ACID PINACOL ESTER is typically handled and used by trained professionals in controlled laboratory environments.

InChI:InChI=1/C17H25BO4/c1-15(2,3)20-14(19)12-10-8-9-11-13(12)18-21-16(4,5)17(6,7)22-18/h8-11H,1-7H3

Upstream product

• 16537-20-5 tert-butyl 2-methoxybenzoate 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 55666-42-7 tert-butyl 2-bromobenzoate 
• 774-65-2 benzoic acid tert-butyl ester 

Relevant academic research and scientific papers

A new air-stable Si,S-chelating ligand for Ir-catalyzed directed: Ortho C-H borylation

A new air-stable Si,S-chelating ligand has been developed and used in an iridium-catalyzed ortho C-H borylation reaction with a broad substrate scope. This study provides the first example of using a sulfur-containing ligand in the catalytic C-H borylation process. It provides a rapid, efficient, and economical method for the preparation of organoboron compounds. This journal is

N,B-bidentate boryl ligand-supported iridium catalyst for efficient functional-group-directed C-H borylation

Convenient silylborane precursors for introducing N,B-bidentate boryl ligands onto transition metals were designed, prepared, and employed in ready formation of irdium(IIl) complexes via Si-B oxidative addition. A practical, efficient catalytic ortho-borylation reaction of arenes with a broad range of directing groups was developed using an in situ generated catalyst from the silylborane preligand 3c and [IrCl(COD)]2.

Ipso- borylation of aryl ethers via Ni-Catalyzed C-OMe Cleavage

A Ni-catalyzed ipso-borylation of aryl ethers via C(sp2)-OMe and C(sp3)-OMe cleavage is described. The transformation is characterized by its wide substrate scope under mild conditions and an exquisite divergence in site selectivity that can be easily switched by selecting the appropriate boron reagent.

Silyl phosphorus and nitrogen donor chelates for homogeneous ortho borylation catalysis

Ir catalysts supported by bidentate silyl ligands that contain P- or N-donors are shown to effect ortho borylations for a range of substituted aromatics. The substrate scope is broad, and the modular ligand synthesis allows for flexible catalyst design.

Flow synthesis of arylboronic esters bearing electrophilic functional groups and space integration with Suzuki-Miyaura coupling without intentionally added base

We found that an integrated flow microreactor system enables the preparation of boronic esters bearing electrophilic functional groups using organolithium chemistry and that it allows for their use in Suzuki-Miyaura cross-coupling without intentionally added base. Based on this method, cross-coupling of two aryl halides bearing electrophilic functional groups was accomplished to obtain the corresponding biaryl compounds in one flow.

Ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium-phosphine complexes

Iridium complexes generated from [Ir(OMe)(COD)]2 and tris[3,5-bis(trifluoromethyl)phenyl]phosphine efficiently catalyzed the ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron in octane at 80 °C to produce the corresponding ary