1020180-02-2

Upstream product

• 1013-88-3 Benzophenone imine 
• 108-36-1 1,3-dibromobenzene 
• 119-61-9 benzophenone 
• 591-19-5 m-Bromoaniline 

Downstream Products

• 210907-84-9 3-aminophenylboronic acid pinacolate 
• 1257310-88-5 [3-(benzhydrylideneamino)phenyl]carbamic acid 2-trimethylsilanylethyl ester 
• 30418-59-8 3-Aminophenylboronic acid 

Relevant academic research and scientific papers

Process for the preparation of aminoaryl- and aminoheteroaryl boronic acids and esters

The present invention relates to a process for the preparation of aminoaryl- and aminoheteroaryl boronic acids and esters of formula (I) in high yields The claimed process uses diarylketal formula (V) to generate an arylbromid of formula (III) in which the amino-group is protected as bisarylmethylidenimino-group:

PROCESS FOR THE PREPARATION OF AMINOARYL- AND AMINOHETEROARYL BORONIC ACIDS AND ESTERS

The present invention relates to a process for the preparation of aminoaryl- and aminoheteroaryl boronic acids and esters thereof of formula (I) in high yield. The claimed process uses diarylketal formula (V) to generate an arylbromide of formula (III) in which the amino-group is protected as bisarylmethylidenimino-group, which is then transformed into a formula (I) compound.

Preparation of Aminoaryl and Aminoheteroaryl Boronic Acids and Derivatives Thereof

The invention relates to a method for preparation of aminoaryl- or aminoheteroarylboronic acids and esters and salts thereof in which an optionally substituted aminoaryl or aminoheteroaryl compound is protected at its nitrogen site via condensation with a carbonyl compound, subsequently metalated and converted with a suitable boron compound. Depending on the subsequent work-up and removal of the protective group, the corresponding boronic acid, the anhydride or the boronic acid ester thereof is obtained

Palladium-catalyzed monoamination of dihalogenated benzenes

The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd2dba3 and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations.