Microwave-Assisted Multicomponent Reactions: Rapid and Regioselective Formation of New Extended Angular Fused Aza-Heterocycles

Author(s): Shu-Liang Wang, Ge Zhang, Ding Jie, Bo Jiang, Xing-Han Wang, Shu-Jiang Tu.

Journal Name: Combinatorial Chemistry & High Throughput Screening

Volume 15 , Issue 5 , 2012

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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....

Keywords: Benzoquinoxaline-fused benzoquinolines, microwave-assisted synthesis, multicomponent reaction, naphthoacridines, regioselectivity

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Article Details

Year: 2012
Page: [400 - 410]
Pages: 11
DOI: 10.2174/138620712800194459
Price: $58

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PDF: 11