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Robust synthesis of linear and angular furoquinolines using Rap–Stoermer reaction

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Chemistry of Heterocyclic Compounds Aims and scope

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-1-methyl-1H-quinolin-2-one and α-halocarbonyl compounds.

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We thank the NMR Research Center of Indian Institute of Science, Bangalore and Sophisticated Analytical Instrument Facility, Indian Institute of Technology at Madras for providing spectral and analytical services.

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Authors and Affiliations

  1. PSG College of Arts and Science, Avinashi road, Civil Aerodrome post, Coimbatore, 641014, Tamilnadu, India

    Devadoss Karthik Kumar

  2. Bharathiar University, Coimbatore, 641046, Tamilnadu, India

    Devadoss Karthik Kumar, Rayappan Rajkumar & Subramaniam Parameswaran Rajendran

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  1. Devadoss Karthik Kumar
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  2. Rayappan Rajkumar
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  3. Subramaniam Parameswaran Rajendran
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Correspondence to Subramaniam Parameswaran Rajendran.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(5), 322–325

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Kumar, D.K., Rajkumar, R. & Rajendran, S.P. Robust synthesis of linear and angular furoquinolines using Rap–Stoermer reaction. Chem Heterocycl Comp 52, 322–325 (2016). https://doi.org/10.1007/s10593-016-1885-8

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  • DOI: https://doi.org/10.1007/s10593-016-1885-8

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