Abstract

Natural Medicine Research Center, KRIBB, Daejeon 305-806, KoreaReceived August 19, 2008Poly-substituted pyrrole derivatives were synthesized from Baylis-Hillman adducts via the following consecu-tive reactions comprised of (i) bromination of the Baylis-Hillman adduct, (ii) In-mediated Barbier reaction withaldehyde, (iii) PCC oxidation to α-methylene-γ-keto ester, (iv) reaction with amine to form enamine inter-mediate, (v) Michael type cyclization, and the final (vi) aerobic oxidation. Key Words : Pyrroles, Baylis-Hillman adducts, Barbier reaction, PCC, Aerobic oxidation IntroductionSuitably substituted pyrroles are the basic skeleton ofmany biologically important substances

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