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Title

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

AuthorsAlcaide, Benito ; Almendros, Pedro ; Carrascosa, Rocío; Torres, M. Rosario
KeywordsAllenes
Cerium
Chemoselectivity
Dimerization
Heterocycles
Issue DateFeb-2010
PublisherWiley-VCH
CitationEuropean Journal of Organic Chemistry 2010(5): 823-826 (2010)
AbstractPolyfunctionalized 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.
Description4 páginas, 1 figura, 5 esquemas.-- El documento en word es el artículo post-print.
Publisher version (URL)http://dx.doi.org/10.1002/ejoc.200901314
URIhttp://hdl.handle.net/10261/29538
DOI10.1002/ejoc.200901314
ISSN1434-193X
Appears in Collections:(IQOG) Artículos
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