1109217-05-1Relevant articles and documents
Novel extensions of the tert-amino effect: Formation of phenanthridines and diarene-fused azocines from ortho-ortho′-functionalized biaryls
Polonka-Bálint, ágnes,Saraceno, Caterina,Ludányi, Krisztina,Bényei, Attila,Mátyus, Péter
scheme or table, p. 2846 - 2850 (2009/05/07)
Phenanthridines and azocines fused to two benzene rings or one benzene and one pyridazinone ring, which are otherwise difficult to access, were prepared via two new extensions of the tert-amino effect. The synthetic pathway includes three steps: i) Suzuki reaction of an ortho-functionalized phenylboronic acid with ortho-disubstituted benzenes or pyridazinones; ii) the Knoevenagel condensation reaction of the biaryl aldehydes formed with active methylene compounds to obtain vinyl derivatives or, through their cyclization, phenanthridines via a tert-amino effect; and iii) thermal isomerization of vinyl or phenanthridinium compounds to fused azocines via another type of tert-amino effect. Georg Thieme Verlag Stuttgart.
