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Issue 40, 2019
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Iodine mediated in situ generation of R-Se–I: application towards the construction of pyrano[4,3-b]quinoline heterocycles and fluorescence properties

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Abstract

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.

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

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Publication details

The article was received on 26 Jul 2019, accepted on 17 Sep 2019 and first published on 20 Sep 2019


Article type: Paper
DOI: 10.1039/C9OB01648A
Org. Biomol. Chem., 2019,17, 9039-9049

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

    K. M. N. Win, A. D. Sonawane and M. Koketsu, Org. Biomol. Chem., 2019, 17, 9039
    DOI: 10.1039/C9OB01648A

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