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http://dx.doi.org/10.5012/bkcs.2012.33.2.620

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)
Publication Information
Bulletin of the Korean Chemical Society / v.33, no.2, 2012 , pp. 620-624 More about this Journal
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
Furans; Pyrroles; Thiophenes; CuI; Paal-Knorr synthesis;
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