380152-01-2

Upstream product

• 1040069-74-6 C₁₄H₁₄INO 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 123-11-5 4-methoxy-benzaldehyde 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 210907-84-9 3-aminophenylboronic acid pinacolate 
• 380151-91-7 [1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-amine 

Relevant academic research and scientific papers

PXPd-catalyzed borylation of aniline derivatives

Addition of pinacolborane (HBO2C2Me4) to 2-iodoaniline can be catalyzed using a number of palladium complexes, including [(t-Bu)2PCl]2PdCl2 (PXPd), to give the corresponding boronate ester 2-H2NC6H4(BO2C2Me4) in excellent yields. The PXPd system could also be used in the catalyzed borylation of substituted anilines to give the corresponding aminoboronate esters in moderate to high yields.

Synthesis and antifungal properties of benzylamines containing boronate esters

Addition of 3-H2NC6H4Bpin (pin = 1,2-O2C2Me4) to a series of aldehydes and 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)acetophenone afforded the corresponding benzylideneamines in moderate to high yields. Hydroboration of these imines with catecholborane (HBcat, cat = 1,2-O2C6H4) at room temperature gives, upon aqueous workup, the corresponding borylamines. An X-ray diffraction study was carried out on imine 1h derived from 9- anthraldehyde and 3-H2NC6H4Bpin. Crystals of 1h were triclinic, a = 9.6793(4) A, b = 10.7397(4) A, c = 11.5353(4) A, α = 105.1890(10)°, β = 97.3030(10)°, γ = 102.1480(10)°, Z = 2 with space group P1 and crystals of N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4- methoxybenzylamine 2c were orthorhombic, a = 8.6612(4) A, b = 10.3794(4) A, c = 20.6033(9) A, Z = 4 with space group P212121. Amines have been tested for their antifungal properties against Aspergillus niger and Aspergillus flavus.