25261-48-7

Upstream product

• 615-36-1 2-bromoaniline 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 229-87-8 phenanthridine 
• 758640-21-0 N-Benzylaniline 
• 71687-81-5 N-benzyl-2-bromoaniline 
• 23194-93-6 (Z)-5,6-dihydrodibenzo[b,f]azocine 
• 1451735-26-4 C₃₃H₃₇BrN₄O₂ 
• 1451735-25-3 C₂₂H₁₄BrNO 
• 133932-63-5 N-(2-bromobenzyl)-N-(2-bromophenyl)-benzamide 

Relevant academic research and scientific papers

SYNTHESIS OF BENZYLANILINYL PHENYL PHENOL LIGANDS

Synthetic methods for the preparation of ligands and metal-ligand complexes are disclosed.

Pd-catalyzed ring assembly by vinylation and intramolecular heck coupling: A versatile strategy towards functionalized azadibenzocyclooctynes

A new modular approach based on Pd-catalyzed C-C bond formation is presented for the assembly of a benzannulated azocine scaffold, the key intermediate in the synthesis of functionalized azadibenzocyclooctynes (aza-DIBOs). The intramolecular ring-closing Heck coupling was investigated by variation of the C-X bond. The reaction rate is limited by the initial oxidative addition step and the regiochemistry strongly depends on the auxiliary phosphine. Under optimized conditions, the 8-endo regioisomer was obtained in 71 % yield over two steps (with no protecting group chemistry) or in one pot, inclusive of C-N bond formation. The practical generation of the octyne triple bond of a prototypical N-benzoyl aza-DIBO, without the need for chromatographic purification, is also described. The structural features, including those of the ring-strained cyclic octyne, were elucidated by NMR spectroscopy and X-ray crystallographic analysis. The high reactivity of the N-benzoyl aza-DIBO synthesized is demonstrated in a strain-promoted azide-alkyne cycloaddition reaction with an alkyl azide (k=0.38 M-1 s-1). Copyright