Synthesis of selenated tetracyclic indoloazulenes via iodine and diorganyl diselenides.

Herein, we report an efficient protocol for the synthesis of selenated tetracyclic indoloazulenes. The reaction of diorganyl diselenides with molecular iodine in dichloromethane leads to the in situ formation of organo selenenyl iodide. The synthesis of selenylated tetracyclic indoloazulenes through intramolecular cascade cyclization has been achieved via organo selenenyl iodide and bisindole at room temperature under metal-free conditions in good yields. All compounds were fully characterized by the FT-IR, HRMS, and 1H, 13C and 77Se NMR spectral data.

In situ air oxidation and photophysical studies of isoquinoline-fused N-heteroacenes.

An efficient, metal free and environment friendly synthesis of isoquinoline-fused benzimidazole has been developed via in situ air oxidation. Also, syntheses of isoquinoline-fused quinazolinone heteroacenes were successfully achieved. The synthesized isoquinoline-fused benzimidazole and isoquinoline-fused quinazolinone derivatives showed λmax, Fmax and Φf values in the ranges 356-394 nm, 403-444 nm and 0.063-0.471, respectively, in CHCl3.

Iodine mediated in situ generation of R-Se-I: application towards the construction of pyrano[4,3-b]quinoline heterocycles and fluorescence properties.

In this paper, we report the iodine mediated in situ generation of R-Se-I and further its application towards the construction of pyrano[4,3-b]quinolin-1-one derivatives. The structural elaboration of 1-chloro-8-methyl-3-phenylbenzo[b][1,6]naphthyridine 6 was successfully achieved by Sonogashira, Suzuki coupling and dehalogenation reactions. Finally, the synthesized compounds 4a, 5a, 5b, 6, and 7a-7c were studied for photophysical properties including UV-absorption, fluorescence, and quantum yield studies. The synthesized pyranoquinoline derivatives showed λmax, Fmax and Φf values in the range of 391-447 nm, 436-486 nm and 0.004-0.301, respectively in chloroform solvent.