476171-99-0

Upstream product

• 77541-65-2 2-benzyl-5-chloro-4-methoxypyridazin-3(2H)-one 
• 1346155-99-4 4-amino-2-benzyl-5-bromopyridazin-3(2H)-one 
• 40138-16-7 2-formylbenzene boronic acid 
• 134965-39-2 2-benzyl-4.5-dibromo-2H-pyridazin-3-one 
• 41933-33-9 2-benzyl-4,5-dichloro-3(2H)-pyridazinone 
• 100-39-0 benzyl bromide 
• 476171-97-8 2-(1-benzyl-5-methoxy-6-oxo-1,6-dihydropyridazin-4-yl)benzaldehyde 

Relevant academic research and scientific papers

Suzuki-aza-Wittig, Suzuki-condensation and aza-Wittig-electrocyclic ring-closure tandem reactions for synthesis of fused nitrogen-containing ring systems

We describe tandem combinations of Suzuki-aza-Wittig, Suzuki-condensation and aza-Wittig-electrocyclic ring closure reactions for the synthesis of new pyridazino[4,5-c]isoquinolinone, pyridazino[4,5-c]quinolinone and pyrimido[5,4-c]quinoline derivatives.

Synthesis of new pyridazino[4,5-c]isoquinolinones by Suzuki cross-coupling reaction

Suzuki cross-coupling reaction of 2-alkyl(methyl and benzyl)-5-chloro-4-methoxy- and 2-alkyl(methyl and benzyl)-4-chloro-5-methoxypyridazin-3(2H)-ones with 2-formylphenylboronic acid afforded the corresponding biaryl products which were cyclized with ammonia to yield hitherto undescribed pyridazino[4,5-c]isoquinolinones. Removal of the N-benzyl protective group in position 2 yielded the unsubstituted tricyclic pyridazinones.