Efficient synthesis and characterization of novel 2H-[1,4]oxaselenepino[5,6-b]quinolin-3(5H)-ones derivatives

The present work deals with synthesis and characterization of some of novel 2H-[1,4]oxaselenepino[5,6-b]quinolin-3(5H)-ones derivatives. A series of 2‑chloro-3-formylquinolines (2a-I) were synthesized from substituted acetanilides (1a-I) using available protocol method and a series of 2‑chloro-3-formylquinolines (2a-l) are converted into 3-formyl-2-selenoquinolines (3a-l) using NaHSe. The resulting 3-formyl-2-selenoquinolines (3a-l) on reduction with sodiumborohydride in methanol afforded a diversely functionalized primary alcoholic derivatives (4a-l). These (2-Hydroselenoquinolin-3-yl)methanols (4a-l) on reacts with chloroacetic acid in the presence of aqueous potassium hydroxide in ethanol gives 2-((3-(Hydroxymethyl)quinolin-2-yl)selanyl)aceticacids (5a-l) scaffolds. The title compounds (6a-l) were prepared by the cyclisation of (5a-l) scaffolds in the presence of P2O5 with dioxane as a solvent. The structures of all the newly synthesized compounds were elucidated on the basis of their elemental analysis, IR, 1H NMR,13C NMR and mass spectral data.