22237-12-3

Usage

Uses

3-Amino-4-methylphenylboronic acid, HCl

InChI:InChI=1/C7H10BNO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4,10-11H,9H2,1H3

Upstream product

• 80500-27-2 (4-methyl-3-nitrophenyl)boronic acid 
• 5720-05-8 4-methylphenylboronic acid 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 317827-93-3 2-[(S)-1-Phenylethylamino]-4-[5-(3-amino-4-methyl-phenyl)benzimidazol-1-yl]pyrimidine 
• 956390-23-1 2-methyl-5-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)phenylamine 
• 1263508-01-5 (3-amino-4-methylphenyl)(4,5,6-trimethoxy-1H-indol-2-yl)methanone 
• 1263508-13-9 (3-amino-4-methylphenyl)(5,6,7-trimethoxy-1H-indol-2-yl)methanone 
• 850689-28-0 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 
• 1621095-54-2 C₁₈H₂₃B₂NO₄ 

Relevant academic research and scientific papers

Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters

We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.