1665-64-1Relevant articles and documents
Diastereoselective synthesis of CF3-oxazinoquinolines in water
Muzalevskiy, Vasiliy M.,Belyaeva, Kseniya V.,Trofimov, Boris A.,Nenajdenko, Valentine G.
supporting information, p. 6353 - 6360 (2019/12/03)
A highly efficient stereoselective synthesis of CF3-oxazinoquinolines was elaborated using the reaction of CF3-ynones with quinolines in water. It was demonstrated that under these green conditions, the reaction proceeds up to 20 times faster to provide target compounds in almost quantitative yields. Moreover, this method is devoid of any chromatographic purification to give CF3-oxazinoquinolines with complete diastereoselectivity. The presented eco-friendly approach was found much more efficient than standard reactions in organic solvents. The synthetic utility of the prepared CF3-oxazinoquinolines was demonstrated.
Unusual multistep reaction of C70Cl10 with thiols producing C70[SR]5H
Khakina, Ekaterina A.,Peregudov, Alexander S.,Yurkova, Anastasiya A.,Piven, Natalya P.,Shestakov, Alexander F.,Troshin, Pavel A.
, p. 1215 - 1219 (2016/03/01)
We report a reaction of the chlorofullerene C70Cl10 with thiols producing C70[SR]5H with all organic addends attached around one central pentagon at the pole of the C70 cage. This reaction was shown to proceed via a complicated radical pathway, presumably involving addition, substitution, rearrangement, and/or elimination steps. The obtained C70[SR]5H products were shown to be very unstable and undergo quantitative decomposition to pristine C70, RSSR, and RSH at elevated temperatures (e.g., 50 °C). Quantum chemical calculations and NMR spectroscopy data showed that cleavage of organic addends from the fullerene cage could be induced by solvation effects in solution.