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ROBUST SYNTHESIS OF LINEAR AND ANGULAR FUROQUINOLINES USING RAP–STOERMER REACTION

Devadoss K. Kumar, Rayappan Rajkumar, Subramaniam P. Rajendran
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Abstract


We have synthesized novel linear and angular furoquinolines via the Rap–Stoermer reaction by conventional as well as microwave method that furnished an enhanced yield. Initially, we synthesized linear furo[2,3-b]quinolines from 3-acetyl-6-chloro-4-phenyl-1H-quinolin-2-one and three different α-halocarbonyl compounds: chloroacetophenone, ethyl chloroacetate, and chloroacetamide. The scope of the methodology was further extended to the synthesis of angular furo[3,2-c]quinolines by utilizing 3-acetyl-4-hydroxy-1methyl-1H-quinolin-2-one and α-halocarbonyl compounds.

 


Keywords


3-acetyl-6-chloro-4-phenyl-1H-quinolin-2-one; 3-acetyl-4-hydroxy-1-methyl-1H-quinolin-2-one; angular furo[3,2-c]quinolines; linear furo[2,3-b]quinolines; Rap–Stoermer reaction

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