10.1007/s11164-021-04558-9
This research focuses on the synthesis and application of a novel Fe3O4@THAM?CH2CH2?SCH2CO2H magnetic nanocatalyst for the efficient preparation of xanthenes and 3?aminoisoxazoles under green conditions. The purpose is to develop an environmentally friendly and efficient catalytic system that can be easily recovered and reused. The key chemicals used include FeCl3·6H2O, FeCl2·4H2O for synthesizing the Fe3O4 core, tris(hydroxymethyl)aminomethane (THAM) for coating, and thioglycolic acid for functionalization. The nanocatalyst was characterized using various analytical techniques such as FT-IR, TEM, VSM, XRD, TGA, and FE-SEM. The study concludes that this nanocatalyst can significantly reduce reaction times and improve yields while being easily recoverable by an external magnet for up to eight cycles without significant loss of activity. This method is advantageous due to its solvent-free conditions, mild reaction temperatures, and excellent yields, making it a sustainable and economic approach in line with green chemistry principles.
10.1021/jo00375a041
This study investigates the selective reduction of chalcone (1) using anthracene hydride (AH-). The researchers found that AH- rapidly and in high yields formed the anionic Michael adduct (2) with chalcone, along with the known dimerization product (5). Prolonged reaction with excess AH- converted the Michael adduct (2) to the enolate (7) of anthracene (A) and saturated ketone (8). The study highlights that the partial structure ArCCCO is necessary for this disproportionate fragmentation, suggesting an intermediary role between the enone dianion (e.g., 2-) and the aromatic group stabilizing the second negative charge. The Michael adduct formed with xanthene (XH) did not fragment, suggesting that the presence of a removable hydrogen at the appropriate position is essential for the formation of the saturated carbonyl compound from its Michael adduct. The study concludes that reduction of the carbonyl functionality does not occur in any of the reactions, providing insights into the mechanism of selective reduction of the C=C bond of chalcone by anthracene hydride.
10.1016/j.tet.2010.07.004
The research discusses the reactions of vinylidenecyclopropanes (VDCPs) with xanthydrol and xanthene, exploring their ring-opening reactions under specific conditions to yield conjugate triene derivatives. The study aimed to investigate the effects of different substituents on the reaction outcomes and to propose plausible reaction mechanisms based on previous literature and control experiments. The researchers used BF3·OEt2 as a catalyst with xanthydrol and DDQ with xanthene, conducting the reactions in 1,2-dichloroethane (DCE) at 0°C. The reactions resulted in moderate to good yields of conjugate triene derivatives, which were further transformed into novel spiro-alkanes using BF3·OEt2 at 70°C. The study concluded that these reactions provided a versatile method for synthesizing complex molecular structures and shed light on the reaction mechanisms involved, with further work underway to elucidate the mechanistic details and determine the scope and limitations of the reaction.