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Dibenzo[b,h][1,6]naphthyridines were synthesized in one pot by reacting 2-acetylaminobenzaldehyde with methyl ketones under basic conditions via four sequential condensation reactions. This method was also applied to the synthesis of 1,2-dihydroquinolines. 6-Methyl-1,6-dibenzonaphthyridinium triflates showed strong fluorescence, and the fluorescence intensities were changed upon intercalation into double-stranded DNA.

A highly effective one-pot synthesis of poly-substituted quinolines from 2-alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2-alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields. 93 73 75 84 a) The reaction was carried out in the absence of Na 2 S (8% of 2-phenylindole was obtained as a side product). Simple 2-aminophenylethanones, such as 2-aminoacetophenone and 2-aminobenozophenone, were commercially available; however, few reports on the synthesis of more complicated 2-aminophenyl

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Indole derivatives R 0140Palladium-Free Zinc-Mediated Hydroamination of Alkynes: Efficient Synthesis of Indoles from 2-Alkynylaniline Derivatives. -The N-protected substrates (I) react in the presence of excess ZnBr2 to give 2-substituted indoles (II). In contrast, the unproteced analogues (III) react in the presence of catalytic amounts of zinc halides. -(OKUMA*, K.; SETO, J.-I.; SAKAGUCHI, K.-I.; OZAKI, S.; NAGAHORA, N.; SHIOJI, K.; Tetrahedron Lett. 50 (2009) 24, 2943-2945; Dep. Chem., Fac. Sci.,