Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Facile Regiocontrolled Three-Step Synthesis of Poly-Substituted Furans, Pyrroles, and Thiophenes: Consecutive Michael Addition of Methyl Cyanoacetate to α,β-Enone, CuI-Mediated Aerobic Oxidation, and Acid-Catalyzed Paal-Knorr Synthesis

  • Kim, Se-Hee (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Lim, Jin-Woo (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Lim, Cheol-Hee (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • Received : 2011.12.06
  • Accepted : 2011.12.19
  • Published : 2012.02.20
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Abstract

An efficient synthesis of poly-substituted furans, pyrroles, and thiophenes was carried out in a regiocontrolled manner via a three-step process; (i) conjugate addition of methyl cyanoacetate derivatives to ${\alpha}$,${\beta}$-enones, (ii) CuI-mediated aerobic oxidation, and (iii) Paal-Knorr type synthesis of five-membered heterocycles.

Keywords

References

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