Synthesis of a New Class of C2-Symmetrical Biheteroaryls by Ammonium Cerium(IV) Nitrate Mediated Dimerization of 2-(Furan-3-yl)pyrroles

4 páginas, 1 figura, 5 esquemas.-- El documento en word es el artículo post-print.Polyfunctionalized 2-(furan-2-yl)pyrroles and 2-(furan-3-yl)pyrroles derived from 2-azetidinone-tethered allenes by two independent cerium(IV)-mediated single-electron oxidations provided a (4-oxopent-2-enoyl)pyrrole and 3,3′-bis(pyrrol-2-yl)-2,2′-bifurans, respectively. Access to the oxidation precursors was achieved by regiocontrolled cyclization of β-allenamine intermediates derived from selective β-lactam nucleus breakage of 2-azetidinone-tethered allenols.Support for this work by the Dirección General de Investigación, Ministerio de Educación y Ciencia (DGI-MEC) (Project CTQ2006-10292) and Universidad Complutense de Madrid/Banco Santander Central Hispano UCM-BSCH (Grant GR58/08) are gratefully acknowledged. R. C. thanks MEC for a predoctoral grant.Peer reviewe