74695-08-2Relevant academic research and scientific papers
Ruthenium NHC catalyzed highly asymmetric hydrogenation of benzofurans
Ortega, Nuria,Urban, Slawomir,Beiring, Bernhard,Glorius, Frank
supporting information; experimental part, p. 1710 - 1713 (2012/04/05)
H2-O-T! Aromatic O-heterocycles are a challenging substrates for asymmetric hydrogenation (H2). An in situ formed chiral N-heterocyclic carbene (NHC) ruthenium complex allows the high yielding, completely regioselective, and highly asymmetric hydrogenation of substituted benzofurans at room Temperature, giving valuable 2,3-dihydrobenzofurans (see scheme). Copyright
New homologation of 2-hydroxy and 2-mercapto benzylic alcohols
Choudhury, Prabir K.,Almena, Juan,Foubelo, Francisco,Yus, Miguel
, p. 17373 - 17382 (2007/10/03)
The reaction of benzo-1,3-dioxanes or benzo-1,3-oxathianes 1 [easily prepared from 2-hydroxy or 2-mercapto benzylic alcohols (3 or 4, respectively) and carbonyl compounds] with an excess of lithium and a catalytic amount of DTBB (4.5 mol %) in THF at room temperature or -78°C leads, alter hydrolysis with water, to the corresponding homobenzylic alcohols 2. Cyclisation of compounds 2 under acidic (85% H3PO4) or neutral (Ph3P/DIAD) conditions affords the expected heterocycles 5.
Electroreduction of Bicyclic Heteroaromatics. Selective Product Formation
Kariv-Miller, Essie,Dedolph, Douglas F.,Ryan, Christopher M.,Mahachi, Tendai J.
, p. 1389 - 1393 (2007/10/02)
The electroreductions of 1-methylindole and several benzofurans were investigated and compared with the corresponding alkali-metal/liquid ammonia reductions.The cathodic reductions were performed using a simple apparatus with aqueous THF as the solvent and were found to be regioselective.Over-reduction and other side reactions were avoided.The possible mechanism of the electroreductions is discussed.
