Synthesis of Novel Spiro-Oxazino-Quinoline Derivatives and Study of Their Photophysical Properties

Abstract

A convenient route was successfully developed for the synthesis of novel heterocycles such as spiro-oxazino-quinoline derivatives from 2-aminoquinoline-3-carbonitrile (4) in good yield. The Spiro-quinoline derivatives (6, 8 and 10) were synthesized and further studied for their photophysical properties. Semiempirical molecular orbital calculation (PM3/PM6 for structure) proves to be a suitable tool for the prediction of absorption and fluorescence properties of these compounds.

An efficient Synthesis and Photophysical Properties of 1H-pyrazolo-[3,4-b]pyridine and pyrazolo[3,4-b][1,8]naphthyridines

“…From literature it was also noted that 1,8-naphthyridine derivatives were not only use as luminescence materials in molecular recognition because of their rigid planer structure [6][7][8], possess antibacterial [9], antymicobacterial [10], antitumoral [11], anti-inflammatory [12], antiplatelet [13], gastric antisecretary [14], antiallergic [15] and local anaesthetic [16]. Recently, our research group reported systematic studies about the fluorescence properties of differently substituted pyrazolofused heterocycles [17][18][19][20][21][22] and benzo naphthyridines [23][24][25][26]. Annulation reactions with hetrocyclic aminoaldehydes provides synthectic entry into hetrocyclic systems, fused to a pyridine or pyrimidine nucleus by Friedlander condensation reactions with reactive methylenes.…”

Selectivity in metal ions mediated C–N bond formation reactions of 8‐aminoquinoline derivatives

“…Several naturally occurring drug molecules contain quinoline rings as their constituents . Aminoquinoline derivatives are useful in cyclisation reactions for ring expansion and for the synthesis of steroids . Multiple possibilities exist to obtain cyclised products from intramolecular cyclisation reactions of 8‐aminoquinoline derivatives.…”

Broadband luminescence and emission enhancement

“…Quinolines, coumarins and fluorenes are well‐known fluorescent compounds of high quantum yield and have attracted much attention in current research because of their interesting electronic and photophysical properties [7–10] and potential high technology applications, including fluorescence probes in chemosensors [11–13], organic electro‐luminescence devices (OLEDs) [14–16], organic photovoltaic cells (OPVs) [17,18] and two‐photon absorption (TPA) materials [19,20]. Furthermore, fluorene‐based compounds show a large π‐electron conjugated surface with extensive electron delocalisation.…”