1072945-06-2

Usage

Uses

Used in Organic Synthesis:
4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER is used as a reagent in Suzuki-Miyaura cross-coupling reactions for the formation of carbon-carbon bonds. This reaction is a powerful tool in organic chemistry for creating new chemical entities and expanding the scope of molecular structures.
Used in Pharmaceutical Research and Drug Development:
4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER is utilized in pharmaceutical research for the development of new drugs. Its unique structure and reactivity make it a promising candidate for the synthesis of bioactive compounds and the exploration of novel therapeutic agents.
Used in Chemical Research:
4-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER is employed in various chemical transformations and reactions, contributing to the advancement of chemical knowledge and the discovery of new reaction mechanisms. Its versatility and reactivity make it an essential tool for researchers in the field of chemical biology.

InChI:InChI=1S/C13H18BNO4/c1-9-6-7-10(8-11(9)15(16)17)14-18-12(2,3)13(4,5)19-14/h6-8H,1-5H3

Upstream product

• 119-32-4 4-Methyl-3-nitroanilin 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 80500-27-2 (4-methyl-3-nitrophenyl)boronic acid 
• 89-59-8 4-chloro-2-nitrotoluene 

Downstream Products

• 1374263-48-5 tert-butyl (1-{4-[2-(4-methyl-3-nitrophenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl]phenyl}cyclobutyl)carbamate 
• 1565857-79-5 2,2′-(4-methyl-1,3-phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 850689-28-0 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 

Relevant academic research and scientific papers

Miyaura Borylation and One-Pot Two-Step Homocoupling of Aryl Chlorides and Bromides under Solvent-Free Conditions

Solvent-free protocols for Miyaura borylation and the one-pot, two-step homocoupling of aryl halides are reported for the first time. Bis(dibenzylideneacetone)palladium(0) [Pd(dba)2] is an optimal source of palladium for Miyaura borylation, while for one-pot two-step homocoupling palladium(II) acetate [Pd(OAc)2] gives highest yields. Aryl bromides are coupled most efficiently using the DPEphos ligand. Chlorides are coupled using XPhos. The developed protocols are robust, versatile and easily reproducible on a large scale.

Iron catalysis and water: A synergy for refunctionalization of boron

A new catalytic system has been optimized to promote the conversion of boron species into others. FeCl3 associated with imidazole and water favors boron refunctionalization under mild conditions. Georg Thieme Verlag Stuttgart New York.

Synthesis of trimethylstannyl arylboronate compounds by sandmeyer-type transformations and their applications in chemoselective cross-coupling reactions

A synthetic method based on Sandmeyer-type reactions to access both tin- and boron-substituted arenes from nitroaniline derivatives is described. This transformation can be applied to the synthesis of a series of functionalized trimethylstannyl arylboronates. In addition, the chemoselective reaction of the Stille and Suzuki-Miyaura cross-coupling reactions is explored, and a series of m- and p-terphenyl derivatives have been synthesized by conducting consecutive one-pot Stille and Suzuki-Miyaura cross-coupling reactions.