6533b832fe1ef96bd129a5d4

RESEARCH PRODUCT

Five-Membered 2-Methylene-2,3-dihydro Heterocycles from Ruthenium Butatrienylidene Intermediates and 2-(Dimethylamino)methyl-Substituted Furans, Thiophenes, and Selenophenes

Ralf-christoph HarbortKarl W. KlinkhammerRainer F. WinterStephan Hartmann

subject

Primary (chemistry)ChemistryOrganic Chemistrychemistry.chemical_elementMedicinal chemistryRutheniumInorganic Chemistrychemistry.chemical_compoundAcid catalysisddc:540ThiopheneOrganic chemistryPhysical and Theoretical ChemistryMethyleneIsomerization

description

Trapping of the primary butatrienylidene intermediate trans-[Cl(dppm) 2 Ru=C=C=C=CH 2 ] + with five-membered 2-(dimethylamino)methyl-substituted heterocycles provides an easy and efficient route to aminoallenylidene complexes with appended 2-methylene-2,3-dihydrofuran, -thiophene, or -selenophene moieties. Upon warming or acid catalysis isomerization to the aromatic 2-methylated isomers is observed.

10.1021/om030317i