Title:Microwave-Assisted Multicomponent Reactions: Rapid and Regioselective Formation of New Extended Angular Fused Aza-Heterocycles
Volume: 15
Issue: 5
Author(s): Shu-Liang Wang, Ge Zhang, Ding Jie, Bo Jiang, Xing-Han Wang and Shu-Jiang Tu
Affiliation:
Keywords:
Benzoquinoxaline-fused benzoquinolines, microwave-assisted synthesis, multicomponent reaction,
naphthoacridines, regioselectivity
Abstract: A new multicomponent domino reaction for rapid and regioselective synthesis of highly functionalized
benzo[h]naphtho[2,3-a]acridine-15,16(5H,14H)-diones has been established. The reaction can be conducted by using
readily available and inexpensive substrates under microwave irradiation. The procedures are facile, avoiding timeconsuming
and costly syntheses, tedious work-up and purifications of precursors as well as protection/deprotection of
functional groups. This method is much more efficient due to short reaction times and easy work up. The resulting
naphthoacridines have been readily converted into benzoquinoxaline-fused benzoquinoline analogues by treating with
benzene-1,2-diamine under microwave irradiation. The structural assignment has been ambiguously confirmed by X-ray
analysis. A new mechanism has been proposed for this new multicomponent domino process....