77092-27-4Relevant academic research and scientific papers
Gold-catalyzed formal [4π+2π]-cycloadditions of tert-butyl propiolates with aldehydes and ketones to form 4H-1,3-dioxine derivatives
Karad, Somnath Narayan,Chung, Wei-Kang,Liu, Rai-Shung
, p. 13004 - 13007 (2015/08/06)
Gold-catalyzed formal hetero-[4π+2π] cycloadditions of tert-butyl propiolates with carbonyl compounds proceeded efficiently to yield 4H-1,3-dioxine derivatives over a wide scope of substrates. With acetone as a promoter, gold-catalyzed cycloadditions of these propiolate derivatives with enol ethers led to the formation of atypical [4+2]-cycloadducts with skeletal rearrangement.
Chemoselectivity in the reaction of 2-diazo-3-oxo-3-phenylpropanal with aldehydes and ketones
Zhang, Jiantao,Xu, Jiaxi
, p. 1733 - 1739 (2013/10/21)
The chemoselectivity in the reaction of 2-diazo-3-oxo-3-phenylpropanal (1) with aldehydes and ketones in the presence of Et3N was investigated. The results indicate that 1 reacts with aromatic aldehydes with weak electron-donating substituents and cyclic ketones under formation of 6-phenyl-4H-1,3-dioxin-4-one derivatives. However, it reacts with aromatic aldehydes with electron-withdrawing substituents to yield 1,3-diaryl-3-hydroxypropan-1-ones, accompanied by chalcone derivatives in some cases. It did not react with linear ketones, aliphatic aldehydes, and aromatic aldehydes with strong electron-donating substituents. A mechanism for the formation of 1,3-diaryl-3-hydroxypropan-1-ones and chalcone derivatives is proposed. We also tried to react 1 with other unsaturated compounds, including various olefins and nitriles, and cumulated unsaturated compounds, such as N,N′-dialkylcarbodiimines, phenyl isocyanate, isothiocyanate, and CS2. Only with N,N′-dialkylcarbodiimines, the expected cycloaddition took place. Copyright
Synthesis of 5-fluoro-1,3-dioxin-4-ones: Novel alternatives to α-fluorinated acyl ketenes
Iwaoka,Murohashi,Sato,Kaneko
, p. 977 - 981 (2007/10/02)
Fluorination of 5,6-unsubstituted 1,3-dioxin-4-ones and their 6-substituted derivatives by molecular fluorine followed by treatment with an appropriate organic base affords the title compounds, which can be converted either into heterocyclic compounds or into acylacetic acid derivatives having a fluorine atom.
CHEMISTRY OF OXALYL DERIVATIVES OF METHYL KETONES. XXIII. REACTION OF 5-ARYL-2,3-DIHYDROFURAN-2,3-DIONES WITH ALDEHYDES AND KETONES
Andreichikov, Yu. S.,Gein, L. F.,Plakhina, G. D.
, p. 1995 - 1998 (2007/10/02)
5-Aryl-2,3-dihydrofuran-2,3-diones react with aldehydes, ketones, and α-ketoesters to form 2,2,5,6-tetrasubstituted 1,3-dioxen-4-ones.The reaction of 5-aryl-2,3-dihydrofuran-2,3-diones with α-diketones occurs either at one carbonyl group of the α-ketone to form 2,6-disubstituted 1,3-dioxen-4-ones or at both carbonyl groups to form 2,2',6,6'-tetrasubstituted 4,4'-dioxo-2,2'-bi(1,3-dioxenyls).
