121607-67-8Relevant academic research and scientific papers
Sequential N-acylamide methylenation-enamide ring-closing metathesis: Construction of benzo-fused nitrogen heterocycles
Bennasar, M. Lluisa,Roca, Tomas,Monerris, Manuel,Garcia-Diaz, Davinia
, p. 7028 - 7034 (2007/10/03)
The dimethyltitanocene methylenation of N-acylamides derived from ortho-vinylanilines, ortho-allylaniline, and ortho-vinylbenzylamine provides the corresponding enamides, which upon exposure to the second generation Grubbs ruthenium catalyst give access to indoles, 1,4-dihydroquinolines, and 1,2-dihydroisoquinolines, respectively. This sequential protocol also allows the synthesis of dihydrobenzoazepines, although the ring-closing metathesis (RCM) step is complicated by the alkene isomerization processes. From certain substrates, the direct annulation is observed in the titanium-mediated step, which is likely to occur through an olefin metathesis-intramolecular olefination sequence.
THE ALTERNATIVE SYNTHESIS OF ISOQUINOLINE NUCLEUS USING THE THERMAL ELECTROCYCLIC REACTION OF 1-AZAHEXA-1,3,5-TRIENE SYSTEM
Hibino, Satoshi,Sugino, Eiichi,Adachi, Yukiko,Nomi, Kazuhiko,Sato, Kohichi,Fukumoto, Keiichiro
, p. 275 - 282 (2007/10/02)
The thermal electrocyclic reaction of 2-alkenylbenzaldoximes or their derivatives having conjugated 1-azahexatriene system in o-dichlorobenzene gave isoquinolines in moderate to good yields except the reaction of unsubstituted 2-alkenylbenzaldoxime and its oxime ethers.
