One pot synthesis of ethyl carboxylate and acetyl selenolo[2,3-b]quinoline derivatives and their tetra/pentacyclic systems

Abstract

Ethylcarboxylate and acetyl selenoloquinoline derivatives were prepared in a one pot synthesis via reaction of sodium hydrogen selenide and 2-chloro-3-cyano-4-methylquinoline followed by reactions with ethyl chloroacetate and chloro acetone respectively which used as precursors to synthesize many of tetra and pentacyclic systems. A new series of pyrimido [4′,5′:4,5]selenolo[2,3-b]quinoline, thiazino[2’,3’:4,5]selenolo[2,3-b]quinoline, oxazino[2',3':4,5]selenolo[3,2-b]quinoline, pyrido[2′,3′:4,5]selenolo[2,3-b]quinoline, pyrido[2′,3′:4,5]selenolo[2,3-b]quinoline-2-substituted selenyl and selenolo[2′,3′:5,6]pyrido[2″,3″:4,5]selenolo[2,3-b]quinoline derivatives were prepared. Elemental analysis, IR, ¹H NMR, ¹³C NMR and mass spectra confirmed the structures of the newly synthesized compounds.

Graphical Abstract

Keywords:

• Selenolo[2,3-b]quinoline
• pyrimido[4′,5′:4,5]selenolo[2,3-b]quinoline
• thiazino[2′,3′:4,5]selenolo[2,3-b]quinoline
• oxazino[2',3':4,5]selenolo[3,2-b]quinoline
• pyrido[2′,3′:4,5]selenolo[2,3-b]quinoline
• selenolo[2′,3′:5,6]pyrido [2″,3″:4,5] selenolo[2,3-b]quinoline