1035816-69-3Relevant academic research and scientific papers
Bronsted acid catalyzed cycloisomerizations of 5,2-enyne-1-ones: Highly regioselective synthesis of 2,3-dihydro-4H-pyran-4-ones
Yang, Fang,Ji, Ke-Gong,Zhao, Shu-Chun,Ali, Shaukat,Ye, Yu-Ying,Liu, Xue-Yuan,Liang, Yong-Min
, p. 6470 - 6474 (2012/06/15)
Dual-action catalyst: A Bronsted acid catalyzed regioselective cycloisomerization was found to be highly effective for the preparation of structurally diverse 2,3-dihydro-4H-pyran-4-ones in a 6-exo-trig manner from the corresponding 5,2-enyne-1-ones. In t
Highly efficient indium(III)-mediated cyclisation of 5-hydroxy-1,3- diketones to 2,3-dihydro-4H-pyran-4-ones; Mechanistic insights from in situ Fourier transform infrared spectroscopy
Andrews, Philip C.,Gee, William J.,Junk, Peter C.,Krautscheid, Harald
supporting information; experimental part, p. 698 - 705 (2010/05/11)
5-Hydroxy-1,3-diketones have been synthesised in a facile one-pot reaction from the treatment of acid chlorides with non-substituted ketones and LiHMDS. Subsequent cyclisation to 2,3-dihydro-4H-pyran-4-ones occurs rapidly and in high yield (89-99%) when mediated by anhydrous indium(iii) chloride. A spectroscopic study of the reaction using in situ Fourier transform infrared (FTIR) spectroscopy has shown the reaction to be highly dependent on temperature, metal complex formation and InCl3 concentration. Since the reaction is deactivated by the precipitation of [InCl3·(H 2O)3], the concurrent use of a stronger drying agent, such as molecular sieves 4 A or anhydrous MgSO4, allows the reaction to be successfully carried out at relatively low loadings of InCl 3 (1-10%). In their absence, the optimum reaction conditions were found to be a diketone:InCl3 ratio of 3:1 in toluene, and a reaction temperature of 80 °C.
2,3-Dihydro-4H-pyran-4-ones and 2,3-dihydro-4-pyridinones by cyclizations of α,β-unsaturated 1,3-diketones
MacDonald, Franklyn K.,Burnell, D. Jean
supporting information; experimental part, p. 6973 - 6979 (2009/12/06)
(Chemical Equation Presented) A variety of α,β-unsaturated 1,3-diketones cyclize to 2,3-dihydro-4H-pyran-4-ones in an acidic aqueous medium, with exceptions being α,β-unsaturated 1,3-diketones in which the β carbon is substituted by a phenyl group. Additi
