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Sodium‐Mediated Magnesiation of Thiophene and Tetrahydrothiophene: Structural Contrasts with Furan and Tetrahydrofuran
Author(s) -
Blair Victoria L.,
Kennedy Alan R.,
Mulvey Robert E.,
O'Hara Charles T.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001139
Subject(s) - tetrahydrothiophene , thiophene , tetrahydrofuran , furan , chemistry , alkali metal , sulfur , organic chemistry , medicinal chemistry , solvent
Metallation of sulfur heterocycles : Alkali‐metal‐mediated magnesiation has been employed to regioselectively metallate the S‐heterocycles thiophene and tetrahydrothiophene at ambient temperature. The structural chemistry of the metallo‐compounds is remarkably different from that previously observed for the corresponding O‐heterocycles (see figure).